Tetrahedron letters

A new reaction of the azoxy group with alkyl thiolates: reduction to amino via a sulfenamido intermediate

MT Dario, S Montanari, C Paradisi, G Scorrano

Index: Dario, Maria Teresa; Montanari, Stefano; Paradisi, Cristina; Scorrano, Gianfranco Tetrahedron Letters, 1994 , vol. 35, # 2 p. 301 - 302

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Citation Number: 4

Abstract

... Soc., 95 (1973), p. 588. 11; Preliminary results indicate that thiophenoxide does not undergo the reaction under study. Since it is a good nucleophile, far superior to t-BuS − in S N Ar substitutions in 2-PrOH, 12 but a poorer reductant than aliphatic thiol anions, 13 the involvement of a SET step is suspected. 12; S. Montanari, C. Paradisi, G. Scorrano; J. Org. Chem., 56 (1991), p. 4274. 13; TJ Wallace, JM Miller, H. Probner, A. Schriesheim; Proc. ...