Organic Letters

Smooth synthesis of aryl-and alkylanilines by photoheterolysis of haloanilines in the presence of aromatics and alkenes

M Fagnoni, M Mella, A Albini

Index: Fagnoni, Maurizio; Mella, Mariella; Albini, Angelo Organic Letters, 1999 , vol. 1, # 8 p. 1299 - 1301

Full Text: HTML

Citation Number: 43

Abstract

Irradiation of 4-chloro-N, N-dimethylaniline in acetonitrile in the presence of benzene and of various alkenes leads to heterolytic dehalogenation and trapping of the cation. 4- (Dimethylamino) biphenyl is formed in the first case, while with alkenes β- chloroalkylanilines, stilbenes, or allylanilines are obtained depending on the alkene structure. 4-Fluoroaniline is similarly dehalogenated.

Related Articles:

Naphthidine di (radical cation) s-stabilized palladium nanoparticles for efficient catalytic Suzuki–Miyaura cross-coupling reactions

[Desmarets, Christophe; Omar-Amrani, Rafik; Walcarius, Alain; Lambert, Jacques; Champagne, Benoit; Fort, Yves; Schneider, Raphael Tetrahedron, 2008 , vol. 64, # 2 p. 372 - 381]

Direct catalytic cross-coupling of organolithium compounds

[Giannerini, Massimo; Fananas-Mastral, Martin; Feringa, Ben L. Nature Chemistry, 2013 , vol. 5, # 8 p. 667 - 672]

Palladium-catalyzed Suzuki cross-coupling of arylhydrazines via C NHNH 2 bond activation in water

[Liu, Jin-Biao; Zhou, He-Ping; Peng, Yi-Yuan Tetrahedron Letters, 2014 , vol. 55, # 17 p. 2872 - 2875]

Palladium-catalyzed cross-coupling of trimethoxysilylbenzene with aryl bromides and chlorides using phosphite ligands

[Ju, Jinhun; Nam, Hyungoog; Jung, Hyun Min; Lee, Sunwoo Tetrahedron Letters, 2006 , vol. 47, # 49 p. 8673 - 8678]

Oxovanadium (v)-catalyzed oxidative biaryl synthesis from organoborate under O 2

[Mizuno, Hidenori; Sakurai, Hidehiro; Amaya, Toru; Hirao, Toshikazu Chemical Communications, 2006 , # 48 p. 5042 - 5044]

More Articles...