Arkivoc

DBU-Mediated cleavage of aryl-and heteroaryl disulfides

D Nyoni, KA Lobb, PT Kaye, MR Caira

Index: Nyoni, Dubekile; Lobb, Kevin A.; Kaye, Perry T.; Caira, Mino R. Arkivoc, 2012 , vol. 2012, # 6 p. 245 - 252

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Citation Number: 4

Abstract

Abstract The capacity of the nitrogen nucleophile, 1, 8-diazabicyclo [5.4. 0] undec-7-ene (DBU) to reduce aryl-and heteroaryl disulfides to the corresponding mercaptans is demonstrated. While dicarboxylated disulfide analogues afford the mono-DBU disulfide salts, as confirmed by X-ray crystallography, the corresponding methyl esters are cleaved normally. Keywords: Disulfide cleavage, aryl disulfides, DBU, aryl mercaptans

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