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Aryl Hydrazide beyond as Surrogate of Aryl Hydrazine in the Fischer Indolization: The Synthesis of N-Cbz-indoles, N-Cbz-carbazoles, and N,N'-Bis-Cbz-pyrrolo[2,3-f]indoles

In-Keol Park, Sung-Eun Suh, Byeong-Yun Lim and Cheon-Gyu Cho*

*Department of Chemistry, Hanyang University, Seoul 133-791, Korea, Email: cchohanyang.ac.kr

I.-K. Park, S.-E. Suh, B.-Y. Lim, C.-G. Cho, Org. Lett., 2009, 11, 5454-5456.

DOI: 10.1021/ol902250x (free Supporting Information)


Abstract

Cbz-protected aryl hydrazides underwent the Fischer indolization reactions to directly provide N-Cbz-indoles without deprotection of the N-carbamate groups. This new method allowed the synthesis of various N-Cbz-carbazoles and N,N'-bis-Cbz-pyrrolo[2,3-f]indoles.


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Key Words

Fischer Indole Synthesis


ID: J54-Y2009-3430