Tetrahedron

A synthetic approach to carbazoles using electrochemically generated hypervalent iodine oxidant

D Kajiyama, K Inoue, Y Ishikawa, S Nishiyama

Index: Kajiyama, Daichi; Inoue, Keisuke; Ishikawa, Yuichi; Nishiyama, Shigeru Tetrahedron, 2010 , vol. 66, # 52 p. 9779 - 9784

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Citation Number: 35

Abstract

Carbazoles were successfully synthesized by oxidative cyclization of the corresponding diaryl derivatives using electrochemically generated hypervalent iodine oxidant. Electron- withdrawing nitro and donating methoxy groups at the para position of the acetamide group interfered with cyclization. Glycozoline (8) was successfully synthesized in five steps with 50% overall yield.