Tetrahedron Letters

Gold-catalyzed C–S bond formation from thiols

M Jean, J Renault, P Van de Weghe, N Asao

Index: Jean, Mickael; Renault, Jacques; van de Weghe, Pierre; Asao, Naoki Tetrahedron Letters, 2010 , vol. 51, # 2 p. 378 - 381

Full Text: HTML

Citation Number: 40

Abstract

During the last decade, the use of homogenous gold catalysts for organic transformations has enjoyed tremendous popularity among chemists working in the field of catalysis and organic synthesis. 1 To date, gold complexes have been employed for efficient C–C, C–N, C–S, and C–O bond-forming reactions. Since aryl or alkyl thioethers were known to be important for many biologically active and pharmaceutical compounds, 2 the formation of C–S bonds ...

 Related Synthetic Route
1-Decanethiol Structure

143-10-2

1-Decanethiol

butyl 2-[2-(4-methoxyphenyl)ethynyl]benzoate Structure

1207372-98-2

butyl 2-[2-(4-m...

~16%

1-butylsulfanyldecane Structure

19313-57-6

1-butylsulfanyl...

3-(4-methoxyphenyl)isochromen-1-one Structure

29910-92-7

3-(4-methoxyphe...

Learn More
Phenethyl alcohol Structure

60-12-8

Phenethyl alcohol

benzyl 2-[2-(4-methoxyphenyl)ethynyl]benzoate Structure

1207372-96-0

benzyl 2-[2-(4-...

~67%

3-(4-methoxyphenyl)isochromen-1-one Structure

29910-92-7

3-(4-methoxyphe...

[(2-phenylethoxy)methyl]benzene Structure

54894-37-0

[(2-phenylethox...

Learn More
2-Phenylethanethiol Structure

4410-99-5

2-Phenylethanethiol

Phenethyl alcohol Structure

60-12-8

Phenethyl alcohol

benzyl 2-[2-(4-methoxyphenyl)ethynyl]benzoate Structure

1207372-96-0

benzyl 2-[2-(4-...

~25%

3-(4-methoxyphenyl)isochromen-1-one Structure

29910-92-7

3-(4-methoxyphe...

Detail Learn More
2-Phenylethanethiol Structure

4410-99-5

2-Phenylethanethiol

benzyl 2-[2-(2,4-dimethoxyphenyl)ethynyl]benzoate Structure

1207372-97-1

benzyl 2-[2-(2,...

~96%

3-(2,4-dimethoxyphenyl)isochromen-1-one Structure

62536-81-6

3-(2,4-dimethox...

phenethylsulfanylmethylbenzene Structure

34372-24-2

phenethylsulfan...

Learn More
butyl 2-[2-(4-methoxyphenyl)ethynyl]benzoate Structure

1207372-98-2

butyl 2-[2-(4-m...

P-toluenethiol Structure

106-45-6

P-toluenethiol

~66%

3-(4-methoxyphenyl)isochromen-1-one Structure

29910-92-7

3-(4-methoxyphe...

n-Butyl p-tolyl sulfide Structure

21784-96-3

n-Butyl p-tolyl...

Learn More
butyl 2-[2-(4-methoxyphenyl)ethynyl]benzoate Structure

1207372-98-2

butyl 2-[2-(4-m...

4-Chlorothiophenol Structure

106-54-7

4-Chlorothiophenol

~0%

n-butyl(4-Chlorophenyl) sulfane Structure

16155-34-3

n-butyl(4-Chlor...

3-(4-methoxyphenyl)isochromen-1-one Structure

29910-92-7

3-(4-methoxyphe...

Learn More
Phenethyl alcohol Structure

60-12-8

Phenethyl alcohol

benzyl 2-[2-(4-methoxyphenyl)ethynyl]benzoate Structure

1207372-96-0

benzyl 2-[2-(4-...

~0%

3-(4-methoxyphenyl)isochromen-1-one Structure

29910-92-7

3-(4-methoxyphe...

[(2-phenylethoxy)methyl]benzene Structure

54894-37-0

[(2-phenylethox...

Learn More
3-Mercaptobenzotrifluoride Structure

937-00-8

3-Mercaptobenzo...

butyl 2-[2-(4-methoxyphenyl)ethynyl]benzoate Structure

1207372-98-2

butyl 2-[2-(4-m...

~0%

3-(4-methoxyphenyl)isochromen-1-one Structure

29910-92-7

3-(4-methoxyphe...

1-Butylsulfanyl-3-(trifluoromethyl)benzene Structure

908832-79-1

1-Butylsulfanyl...

Learn More
butyl 2-[2-(4-methoxyphenyl)ethynyl]benzoate Structure

1207372-98-2

butyl 2-[2-(4-m...

Thiophenol Structure

108-98-5

Thiophenol

~0%

Benzene, (butylthio) Structure

1126-80-3

Benzene, (butylthio)

3-(4-methoxyphenyl)isochromen-1-one Structure

29910-92-7

3-(4-methoxyphe...

Learn More
butyl 2-[2-(4-methoxyphenyl)ethynyl]benzoate Structure

1207372-98-2

butyl 2-[2-(4-m...

4-Bromothiophenol Structure

106-53-6

4-Bromothiophenol

~0%

3-(4-methoxyphenyl)isochromen-1-one Structure

29910-92-7

3-(4-methoxyphe...

S-butyl 4-bromothiophenol Structure

121392-35-6

S-butyl 4-bromo...

Learn More
butyl 2-[2-(4-methoxyphenyl)ethynyl]benzoate Structure

1207372-98-2

butyl 2-[2-(4-m...

P-toluenethiol Structure

106-45-6

P-toluenethiol

~0%

3-(4-methoxyphenyl)isochromen-1-one Structure

29910-92-7

3-(4-methoxyphe...

n-Butyl p-tolyl sulfide Structure

21784-96-3

n-Butyl p-tolyl...

Learn More
butyl 2-[2-(4-methoxyphenyl)ethynyl]benzoate Structure

1207372-98-2

butyl 2-[2-(4-m...

2-Naphthalenethiol Structure

91-60-1

2-Naphthalenethiol

~0%

3-(4-methoxyphenyl)isochromen-1-one Structure

29910-92-7

3-(4-methoxyphe...

3,5-dihydroxy-N'-[(E)-(3-nitro-6-oxocyclohexa-2,4-dien-1-ylidene)methyl]benzohydrazide Structure

5286-43-1

3,5-dihydroxy-N...

Learn More
2,6-dimethylhept-4-yl 2-[2-(4-methoxyphenyl)ethynyl]benzoate Structure

1207373-00-9

2,6-dimethylhep...

Thiophenol Structure

108-98-5

Thiophenol

~0%

2,6-dimethylhept-2-yl phenyl sulfide Structure

1207373-03-2

2,6-dimethylhep...

3-(4-methoxyphenyl)isochromen-1-one Structure

29910-92-7

3-(4-methoxyphe...

Learn More
4-Methoxythiophenol Structure

696-63-9

4-Methoxythiophenol

butyl 2-[2-(4-methoxyphenyl)ethynyl]benzoate Structure

1207372-98-2

butyl 2-[2-(4-m...

~0%

3-(4-methoxyphenyl)isochromen-1-one Structure

29910-92-7

3-(4-methoxyphe...

N/A Structure

78597-95-2

N/A

Learn More
benzyl 2-[2-(4-methoxyphenyl)ethynyl]benzoate Structure

1207372-96-0

benzyl 2-[2-(4-...

Diphenyl disulfide Structure

882-33-7

Diphenyl disulfide

~0%

Benzyl(phenyl)sulfane Structure

831-91-4

Benzyl(phenyl)s...

3-(4-methoxyphenyl)-4-phenylsulfanyl-1H-2-benzopyran-1-one Structure

1207373-02-1

3-(4-methoxyphe...

Detail Learn More
2-Phenylethanethiol Structure

4410-99-5

2-Phenylethanethiol

butyl 2-[2-(4-methoxyphenyl)ethynyl]benzoate Structure

1207372-98-2

butyl 2-[2-(4-m...

~0%

butyl-phenethyl sulfide Structure

14679-16-4

butyl-phenethyl...

3-(4-methoxyphenyl)isochromen-1-one Structure

29910-92-7

3-(4-methoxyphe...

Learn More
2-Phenylethanethiol Structure

4410-99-5

2-Phenylethanethiol

Phenethyl alcohol Structure

60-12-8

Phenethyl alcohol

benzyl 2-[2-(4-methoxyphenyl)ethynyl]benzoate Structure

1207372-96-0

benzyl 2-[2-(4-...

~0%

3-(4-methoxyphenyl)isochromen-1-one Structure

29910-92-7

3-(4-methoxyphe...

Detail Learn More
1-Decanethiol Structure

143-10-2

1-Decanethiol

butyl 2-[2-(4-methoxyphenyl)ethynyl]benzoate Structure

1207372-98-2

butyl 2-[2-(4-m...

~0%

1-butylsulfanyldecane Structure

19313-57-6

1-butylsulfanyl...

3-(4-methoxyphenyl)isochromen-1-one Structure

29910-92-7

3-(4-methoxyphe...

Learn More
2-Phenylethanethiol Structure

4410-99-5

2-Phenylethanethiol

benzyl 2-[2-(4-methoxyphenyl)ethynyl]benzoate Structure

1207372-96-0

benzyl 2-[2-(4-...

~77%

3-(4-methoxyphenyl)isochromen-1-one Structure

29910-92-7

3-(4-methoxyphe...

phenethylsulfanylmethylbenzene Structure

34372-24-2

phenethylsulfan...

Learn More
2-Phenylethanethiol Structure

4410-99-5

2-Phenylethanethiol

benzyl 2-[2-(2,4-dimethoxyphenyl)ethynyl]benzoate Structure

1207372-97-1

benzyl 2-[2-(2,...

~61%

3-(2,4-dimethoxyphenyl)isochromen-1-one Structure

62536-81-6

3-(2,4-dimethox...

phenethylsulfanylmethylbenzene Structure

34372-24-2

phenethylsulfan...

Learn More
2-Phenylethanethiol Structure

4410-99-5

2-Phenylethanethiol

benzyl 2-[2-(4-nitrophenyl)ethynyl]benzoate Structure

1207372-94-8

benzyl 2-[2-(4-...

~28%

phenethylsulfanylmethylbenzene Structure

34372-24-2

phenethylsulfan...

Learn More
2-Phenylethanethiol Structure

4410-99-5

2-Phenylethanethiol

benzyl 2-{2-[4-(trifluoromethyl)phenyl]ethynyl}benzoate Structure

1207372-95-9

benzyl 2-{2-[4-...

~18%

phenethylsulfanylmethylbenzene Structure

34372-24-2

phenethylsulfan...

Learn More
2-Phenylethanethiol Structure

4410-99-5

2-Phenylethanethiol

Phenethyl alcohol Structure

60-12-8

Phenethyl alcohol

benzyl 2-[2-(4-methoxyphenyl)ethynyl]benzoate Structure

1207372-96-0

benzyl 2-[2-(4-...

~50%

3-(4-methoxyphenyl)isochromen-1-one Structure

29910-92-7

3-(4-methoxyphe...

Detail Learn More
butyl 2-[2-(4-methoxyphenyl)ethynyl]benzoate Structure

1207372-98-2

butyl 2-[2-(4-m...

Thiophenol Structure

108-98-5

Thiophenol

~65%

Benzene, (butylthio) Structure

1126-80-3

Benzene, (butylthio)

3-(4-methoxyphenyl)isochromen-1-one Structure

29910-92-7

3-(4-methoxyphe...

Learn More
benzyl 2-[2-(4-methoxyphenyl)ethynyl]benzoate Structure

1207372-96-0

benzyl 2-[2-(4-...

4-Bromothiophenol Structure

106-53-6

4-Bromothiophenol

~99%

3-(4-methoxyphenyl)isochromen-1-one Structure

29910-92-7

3-(4-methoxyphe...

BENZYL 4-BROMOPHENYL SULFIDE Structure

53136-21-3

BENZYL 4-BROMOP...

Learn More
2-Iodobenzoic acid Structure

88-67-5

2-Iodobenzoic acid

Isopropanol Structure

67-63-0

Isopropanol

~98%

propan-2-yl 2-iodobenzoate Structure

79780-05-5

propan-2-yl 2-i...

Learn More
4-Methoxythiophenol Structure

696-63-9

4-Methoxythiophenol

benzyl 2-[2-(4-methoxyphenyl)ethynyl]benzoate Structure

1207372-96-0

benzyl 2-[2-(4-...

~91%

3-(4-methoxyphenyl)isochromen-1-one Structure

29910-92-7

3-(4-methoxyphe...

1-benzylsulfanyl-4-methoxybenzene Structure

26905-24-8

1-benzylsulfany...

Learn More
benzyl 2-[2-(4-methoxyphenyl)ethynyl]benzoate Structure

1207372-96-0

benzyl 2-[2-(4-...

2-Naphthalenethiol Structure

91-60-1

2-Naphthalenethiol

~93%

3-(4-methoxyphenyl)isochromen-1-one Structure

29910-92-7

3-(4-methoxyphe...

2-benzylsulfanylnaphthalene Structure

7570-97-0

2-benzylsulfany...

Learn More
2-Phenylethanethiol Structure

4410-99-5

2-Phenylethanethiol

benzyl 2-[2-(4-methoxyphenyl)ethynyl]benzoate Structure

1207372-96-0

benzyl 2-[2-(4-...

~92%

3-(4-methoxyphenyl)isochromen-1-one Structure

29910-92-7

3-(4-methoxyphe...

phenethylsulfanylmethylbenzene Structure

34372-24-2

phenethylsulfan...

Learn More
4-Methoxythiophenol Structure

696-63-9

4-Methoxythiophenol

benzyl 2-[2-(4-methoxyphenyl)ethynyl]benzoate Structure

1207372-96-0

benzyl 2-[2-(4-...

~0%

3-(4-methoxyphenyl)isochromen-1-one Structure

29910-92-7

3-(4-methoxyphe...

1-benzylsulfanyl-4-methoxybenzene Structure

26905-24-8

1-benzylsulfany...

Learn More
1-Decanethiol Structure

143-10-2

1-Decanethiol

benzyl 2-[2-(4-methoxyphenyl)ethynyl]benzoate Structure

1207372-96-0

benzyl 2-[2-(4-...

~0%

N/A Structure

94801-99-7

N/A

3-(4-methoxyphenyl)isochromen-1-one Structure

29910-92-7

3-(4-methoxyphe...

Learn More
3-Bromothiophenol Structure

6320-01-0

3-Bromothiophenol

benzyl 2-[2-(4-methoxyphenyl)ethynyl]benzoate Structure

1207372-96-0

benzyl 2-[2-(4-...

~0%

3-(4-methoxyphenyl)isochromen-1-one Structure

29910-92-7

3-(4-methoxyphe...

Benzyl(3-bromophenyl)sulfane Structure

128133-75-5

Benzyl(3-bromop...

Learn More
3-Mercaptobenzotrifluoride Structure

937-00-8

3-Mercaptobenzo...

benzyl 2-[2-(4-methoxyphenyl)ethynyl]benzoate Structure

1207372-96-0

benzyl 2-[2-(4-...

~0%

benzyl 3-(trifluoromethyl)phenyl sulfide Structure

2251-27-6

benzyl 3-(trifl...

3-(4-methoxyphenyl)isochromen-1-one Structure

29910-92-7

3-(4-methoxyphe...

Learn More
benzyl 2-[2-(4-methoxyphenyl)ethynyl]benzoate Structure

1207372-96-0

benzyl 2-[2-(4-...

4-Bromothiophenol Structure

106-53-6

4-Bromothiophenol

~0%

3-(4-methoxyphenyl)isochromen-1-one Structure

29910-92-7

3-(4-methoxyphe...

BENZYL 4-BROMOPHENYL SULFIDE Structure

53136-21-3

BENZYL 4-BROMOP...

Learn More
benzyl 2-[2-(4-methoxyphenyl)ethynyl]benzoate Structure

1207372-96-0

benzyl 2-[2-(4-...

2-Naphthalenethiol Structure

91-60-1

2-Naphthalenethiol

~0%

3-(4-methoxyphenyl)isochromen-1-one Structure

29910-92-7

3-(4-methoxyphe...

2-benzylsulfanylnaphthalene Structure

7570-97-0

2-benzylsulfany...

Learn More
isopropyl 2-[2-(4-methoxyphenyl)ethynyl]benzoate Structure

1207372-99-3

isopropyl 2-[2-...

Thiophenol Structure

108-98-5

Thiophenol

~94%

ISOPROPYLTHIOBENZENE Structure

3019-20-3

ISOPROPYLTHIOBENZENE

3-(4-methoxyphenyl)isochromen-1-one Structure

29910-92-7

3-(4-methoxyphe...

Learn More
butyl 2-[2-(4-methoxyphenyl)ethynyl]benzoate Structure

1207372-98-2

butyl 2-[2-(4-m...

4-Bromothiophenol Structure

106-53-6

4-Bromothiophenol

~69%

3-(4-methoxyphenyl)isochromen-1-one Structure

29910-92-7

3-(4-methoxyphe...

S-butyl 4-bromothiophenol Structure

121392-35-6

S-butyl 4-bromo...

Learn More

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