Reductive Cleavage of Aryl O-Carbamates to Phenols by the Schwartz Reagent. Expedient Link to the Directed Ortho Metalation Strategy
Justin Morin, Yigang Zhao and Victor Snieckus*
*Department of Chemistry, Queen's University, Kingston, Ontario K7L 3N6, Canada, Email: snieckuschem.queensu.ca
J. Morin, Y. Zhao, V. Snieckus, Org. Lett., 2013, 15, 4102-4105.
DOI: 10.1021/ol401547d (free Supporting Information)
A general, mild, and efficient reductive cleavage of aryl O-carbamates to phenols using the Schwartz reagent is selective and tolerates a large number of functional groups. The cleavage 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.
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Y. Zhao, V. Snieckus, Org. Lett., 2014, 16, 390-393.