Convenient Method for the Preparation of Carbamates, Carbonates, and Thiocarbonates

Mamoru Shimizu and Mikiko Sodeoka*
RIKEN (The Institute of Physical and Chemical Research), 2-1 Hirosawa, Wako, 351-0198, Japan
Org. Lett., 2007, 9 (25), pp 5231–5234
DOI: 10.1021/ol7024108
Publication Date (Web): November 15, 2007
Copyright © 2007 American Chemical Society

Abstract

Abstract Image

A convenient, rapid, and efficient method for the preparation of carbamates from amines with 1-alkoxycarbonyl-3-nitro-1,2,4-triazole transfer reagents is reported. Reactions of newly synthesized stable crystalline reagents with alkyl amines were completed in a few minutes without any additional base, and highly pure carbamates were obtained without chromatographic purification. These highly active reagents are also useful for the selective protection of nucleobases and preparation of carbonates and thiocarbonates.

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    History

    • Published In Issue December 06, 2007
    • Received October 3, 2007

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