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

Tetrahedron

Arynic species; effect of substituents on the reactivity of monosubstituted dehydrobenzenes

F Gavina, SV Luis, AM Costero, P Gil

Index: Gavina, F.; Luis, S. V.; Costero, A. M. Tetrahedron, 1986 , vol. 42, # 1 p. 155 - 166

Full Text: HTML

Citation Number: 28

Abstract

Evidence is presented demonstrating the existence of free dehydrobenzenes in the thermal decomposition of diaryliodonium-2-carboxylates, and that o-benzyne itself and its 4-methyl-, 4-chloro-, 4-bromo-and 4-nitro-derivatives are generated from insoluble polymer-bound precursors and trapped by a second solid phase in Diels-Alder reactions. Lifetimes for these elusive species are determined.

2-Amino-4-chlorobenzoic acid Structure

2-Amino-4-chlor...

~%

7-chloronaphthalen-1-ol Structure

7-chloronaphtha...

1,4-Epoxynaphthalene, 6-chloro-1,4-dihydro Structure

1,4-Epoxynaphth...

~%

7-chloronaphthalen-1-ol Structure

7-chloronaphtha...

6-Chloro-1-hydroxynaphthalene Structure

6-Chloro-1-hydr...

2-Amino-4-methylbenzoic acid Structure

2-Amino-4-methy...

~%

6-Methyl-1-naphthol Structure

6-Methyl-1-naphthol

2-Amino-4-bromobenzoic acid Structure

2-Amino-4-bromo...

~%

6-Bromo-1-hydroxynaphthalene Structure

6-Bromo-1-hydro...

6-bromo-1,4-dihydro-1,4-epoxidonaphthalene Structure

6-bromo-1,4-dih...

~%

7-bromonaphthalen-1-ol Structure

7-bromonaphthal...

6-Bromo-1-hydroxynaphthalene Structure

6-Bromo-1-hydro...

2-Amino-4-bromobenzoic acid Structure

2-Amino-4-bromo...

~%

7-bromonaphthalen-1-ol Structure

7-bromonaphthal...

6-bromo-1,4-dihydro-1,4-epoxidonaphthalene Structure

6-bromo-1,4-dih...

~%

7-bromonaphthalen-1-ol Structure

7-bromonaphthal...

6-Bromo-1-hydroxynaphthalene Structure

6-Bromo-1-hydro...

Furan Structure

2-Amino-4-chlorobenzoic acid Structure

2-Amino-4-chlor...

~%

1,4-Epoxynaphthalene, 6-chloro-1,4-dihydro Structure

1,4-Epoxynaphth...

2-Amino-4-chlorobenzoic acid Structure

2-Amino-4-chlor...

~%

6-Chloro-1-hydroxynaphthalene Structure

6-Chloro-1-hydr...

1,4-Epoxynaphthalene, 6-chloro-1,4-dihydro Structure

1,4-Epoxynaphth...

~%

7-chloronaphthalen-1-ol Structure

7-chloronaphtha...

6-Chloro-1-hydroxynaphthalene Structure

6-Chloro-1-hydr...

2-Amino-4-nitrobenzoic acid Structure

2-Amino-4-nitro...

~%

1-Hydroxy-7-nitronaphthalene Structure

1-Hydroxy-7-nit...

1,4-dihydro-7-nitro-1,4-epoxynaphthalene Structure

1,4-dihydro-7-n...

~%

1-Hydroxy-7-nitronaphthalene Structure

1-Hydroxy-7-nit...

1-Hydroxy-6-nitronaphthalene Structure

1-Hydroxy-6-nit...

Furan Structure

2-Amino-4-bromobenzoic acid Structure

2-Amino-4-bromo...

~%

6-bromo-1,4-dihydro-1,4-epoxidonaphthalene Structure

6-bromo-1,4-dih...

2-Amino-4-nitrobenzoic acid Structure

2-Amino-4-nitro...

~%

1-Hydroxy-6-nitronaphthalene Structure

1-Hydroxy-6-nit...

1,4-dihydro-7-nitro-1,4-epoxynaphthalene Structure

1,4-dihydro-7-n...

~%

1-Hydroxy-7-nitronaphthalene Structure

1-Hydroxy-7-nit...

1-Hydroxy-6-nitronaphthalene Structure

1-Hydroxy-6-nit...

2-Amino-4-methylbenzoic acid Structure

2-Amino-4-methy...

~%

1-Naphthalenol,7-methyl- Structure

1-Naphthalenol,...

5-Phenyl-3-ureidobenzazepin-2-ones as cholecystokinin-B rece...

[Lowe III; Hageman; Drozda; McLean; Bryce; Crawford; Zorn; Morrone; Bordner Journal of Medicinal Chemistry, 1994 , vol. 37, # 22 p. 3789 - 3811]

5-Phenyl-3-ureidobenzazepin-2-ones as cholecystokinin-B rece...

[Lowe III; Hageman; Drozda; McLean; Bryce; Crawford; Zorn; Morrone; Bordner Journal of Medicinal Chemistry, 1994 , vol. 37, # 22 p. 3789 - 3811]

The Stobbe Condensation with o-and p-Chlorobenzaldehyde

[El-Abbady,A.M. et al. Journal of Organic Chemistry, 1961 , vol. 26, p. 4871 - 4873]

The Stobbe Condensation with o-and p-Chlorobenzaldehyde

[El-Abbady,A.M. et al. Journal of Organic Chemistry, 1961 , vol. 26, p. 4871 - 4873]

Generation of monosubstituted o-benzynes from polymeric reag...

[Gavina, F.; Luis, S.V.; Gil, P.; Costero, A.M. Tetrahedron Letters, 1984 , vol. 25, # 7 p. 779 - 782]