Organic letters

Reductive Cleavage of Aryl O-Carbamates to Phenols by the Schwartz Reagent. Expedient Link to the Directed Ortho Metalation Strategy‡

J Morin, Y Zhao, V Snieckus

Index: Morin, Justin; Zhao, Yigang; Snieckus, Victor Organic Letters, 2013 , vol. 15, # 16 p. 4102 - 4105

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Citation Number: 12

Abstract

A general, mild, and efficient method for the reductive cleavage of aryl O-carbamates to phenols, 1→ 2 using the Schwartz reagent is reported. The method is selective, tolerating a large number of functional groups; may be carried out by direct or by an economical in situ procedure; and, notably, establishes a synthetic connection to the directed ortho metalation strategy (Figure 1) allowing new entries into difficult to prepare contiguously substituted ...