Tetrahedron Letters

Novel synthetic method for allylic amination of cyclic allylic ethers using chlorosulfonyl isocyanate

SH Lee, IS Kim, QR Li, GR Dong, YH Jung

Index: Lee, Sang Hwi; Kim, In Su; Li, Qing Ri; Dong, Guang Ri; Jung, Young Hoon Tetrahedron Letters, 2011 , vol. 52, # 16 p. 1901 - 1904

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Citation Number: 6

Abstract

The introduction of amines to allylic or benzylic position of cyclic compounds with chlorosulfonyl isocyanate is developed in high to excellent yields. This method provides a novel access to biologically active compounds including the framework of 1-aminoindanes, 1-aminotetralines, and 1-amino-2-hydroxy cyclic compounds. Mechanistic evidence for the reaction pathway is also provided.