e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Journal of the American Chemical Society

The Metalation of Diaryl Sulfones. I1

WE Truce, MF Amos

Index: Truce; Amos Journal of the American Chemical Society, 1951 , vol. 73, p. 3013,3016

Full Text: HTML

Citation Number: 42

Abstract

Explanations for the results obtained are offered. benzenesulfonylbenzoic acid in 80% yield and o-bromophenyl phenyl sulfone gave the same acid in 64% yield. phenyl phenyl sulfone gave a 54% yield of 3-bromo-2-carboxydiphenyl sulfone. 52'% of 4-bromo-2- carboxydiphenyl sulfone, and in one experiment, 2% of p-benzenesulfonylbenzoic acid. sulfone gave a 60% yield of 2-benzenesulfonyl-5-thiophenecarboxylic acid.

5-METHYL-2-THIOPHENESULFONYL CHLORIDE Structure

5-METHYL-2-THIO...

~%

5-methylthiophene-2-sulfonamide Structure

5-methylthiophe...

2-Bromosulfonyl chloride Structure

2-Bromosulfonyl...

~%

Benzene,1-bromo-2-(phenylsulfonyl)- Structure

Benzene,1-bromo...

n-Butyllithium Structure

Diethyl ether Structure

Benzene,1-bromo-2-(phenylsulfonyl)- Structure

Benzene,1-bromo...

~%

2-(benzenesulfonyl)benzoic acid Structure

2-(benzenesulfo...

2-benzenesulfonylthiophene Structure

2-benzenesulfon...

~%

N2,N2,N2,N2,N6,N6-hexamethyl-4-(trichloromethyl)-1,3,5-triaza-2$l^C9H18Cl3N6P-phosphacyclohexa-1,3,5-triene-2,2,6-triamine Structure

N2,N2,N2,N2,N6,...

Thiophene, 2-methyl-5-(phenylsulfonyl)- Structure

Thiophene, 2-me...

~%

N2,N2,N2,N2,N6,N6-hexamethyl-4-(trichloromethyl)-1,3,5-triaza-2$l^C9H18Cl3N6P-phosphacyclohexa-1,3,5-triene-2,2,6-triamine Structure

N2,N2,N2,N2,N6,...

5-METHYL-2-THIOPHENESULFONYL CHLORIDE Structure

5-METHYL-2-THIO...

~%

N2,N2,N2,N2,N6,N6-hexamethyl-4-(trichloromethyl)-1,3,5-triaza-2$l^C9H18Cl3N6P-phosphacyclohexa-1,3,5-triene-2,2,6-triamine Structure

N2,N2,N2,N2,N6,...

5-METHYL-2-THIOPHENESULFONYL CHLORIDE Structure

5-METHYL-2-THIO...

~%

Thiophene, 2-methyl-5-(phenylsulfonyl)- Structure

Thiophene, 2-me...

4-Bromo-2-methylbenzenesulfonyl chloride Structure

4-Bromo-2-methy...

benzene Structure

~%

1-(benzenesulfonyl)-4-bromo-2-methyl-benzene Structure

1-(benzenesulfo...

4-bromo-2-methyl-thiophenol Structure

4-bromo-2-methy...

~%

1-(benzenesulfonyl)-4-bromo-2-methyl-benzene Structure

1-(benzenesulfo...

1-(benzenesulfonyl)-3-bromobenzene Structure

1-(benzenesulfo...

~%

ethyl 2-[3-[5-(2,3-dichlorophenyl)-2-furyl]prop-2-enoylamino]-4,5,6,7-tetrahydrobenzothiophene-3-carboxylate Structure

ethyl 2-[3-[5-(...

(3-bromo-2-methyl-phenyl)-phenyl sulfone Structure

(3-bromo-2-meth...

~%

ethyl 2-[3-[5-(2,3-dichlorophenyl)-2-furyl]prop-2-enoylamino]-4,5,6,7-tetrahydrobenzothiophene-3-carboxylate Structure

ethyl 2-[3-[5-(...

3-(phenylsulfonyl)benzenamine Structure

3-(phenylsulfon...

~%

ethyl 2-[3-[5-(2,3-dichlorophenyl)-2-furyl]prop-2-enoylamino]-4,5,6,7-tetrahydrobenzothiophene-3-carboxylate Structure

ethyl 2-[3-[5-(...

1,3-Dibromo-2-methylbenzene Structure

1,3-Dibromo-2-m...

~%

ethyl 2-[3-[5-(2,3-dichlorophenyl)-2-furyl]prop-2-enoylamino]-4,5,6,7-tetrahydrobenzothiophene-3-carboxylate Structure

ethyl 2-[3-[5-(...

n-Butyllithium Structure

Diethyl ether Structure

1-(benzenesulfonyl)-3-bromobenzene Structure

1-(benzenesulfo...

~%

ethyl 2-[3-[5-(2,3-dichlorophenyl)-2-furyl]prop-2-enoylamino]-4,5,6,7-tetrahydrobenzothiophene-3-carboxylate Structure

ethyl 2-[3-[5-(...

benzene, 1-methyl-3-(phenylsulfonyl)- Structure

benzene, 1-meth...

~%

3-(Phenylsulfonyl)benzoic acid Structure

3-(Phenylsulfon...

m-Toluenesulfonyl chloride Structure

m-Toluenesulfon...

~%

3-(Phenylsulfonyl)benzoic acid Structure

3-(Phenylsulfon...

benzene Structure

~%

3-(Phenylsulfonyl)benzoic acid Structure

3-(Phenylsulfon...