Tetrahedron letters

A useful procedure for diiodination of carbazoles and subsequent efficient transformation to novel 3, 6-bis (triethoxysilyl) carbazoles giving mesoporous materials

Y Maegawa, Y Goto, S Inagaki, T Shimada

Index: Maegawa, Yoshifumi; Goto, Yasutomo; Inagaki, Shinji; Shimada, Toyoshi Tetrahedron Letters, 2006 , vol. 47, # 39 p. 6957 - 6960

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Citation Number: 50

Abstract

Bis (pyridine) iodonium tetrafluoroborate (IPy2BF4) was successfully used as a diiodination reagent for carbazole and its derivatives to give 3, 6-diiodocarbazoles in excellent yield. Subsequent rhodium-catalyzed disilylation of 3, 6-diiodocarbazoles with triethoxysilane gave the corresponding 3, 6-bis (triethoxysilyl) carbazoles, which are precursors for sol–gel polymerization, in good yield.