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; Cheon-Gyu Cho

doi:10.1021/ol902250x

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

Org Lett. 2009 Dec 3;11(23):5454-6. doi: 10.1021/ol902250x.

Authors

In-Keol Park¹, Sung-Eun Suh, Byeong-Yun Lim, Cheon-Gyu Cho

Affiliation

¹ Department of Chemistry, Hanyang University, Seoul 133-791, Korea.

PMID: 19886645
DOI: 10.1021/ol902250x

Abstract

Aryl hydrazides underwent the Fischer indolization reactions, while the N-carbamate group(s) remained intact to directly provide N-Cbz-indoles. This new method allowed the synthesis of various N-Cbz-carbazoles and N,N'-bis-Cbz-pyrrolo[2,3-f]indoles.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Carbamates / chemistry
Carbazoles / chemical synthesis*
Carbazoles / chemistry
Catalysis
Hydrazines / chemistry*
Indoles / chemical synthesis*
Indoles / chemistry
Molecular Structure
Pyrroles / chemical synthesis*
Pyrroles / chemistry

Substances

Carbamates
Carbazoles
Hydrazines
Indoles
Pyrroles