Tetrahedron letters

o-(Trialkylstannyl) anilines and their utility in Migita–Kosugi–Stille cross-coupling: direct introduction of the 2-aminophenyl substituent

EC Izgu, TR Hoye

Index: Izgu, Enver Cagri; Hoye, Thomas R. Tetrahedron Letters, 2012 , vol. 53, # 37 p. 4938 - 4941

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Citation Number: 5

Abstract

We have developed shelf-and air-stable ortho-stannylated aniline reagents that can directly be coupled with alkenyl and aryl halides via Migita–Kosugi–Stille cross-coupling. We report (i) the efficient preparation of o-(tributylstannyl) aniline (2a) and o-(trimethylstannyl) aniline (2b),(ii) the comparison of the reactivities of 2a and 2b with those of related organostannanes in cross-coupling reaction with an alkenyl halide, and (iii) the cross- ...