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Palladium on Carbon-Catalyzed Synthesis of 2- And 2,3-substituted Indoles Under Heterogeneous Conditions

Palladium on Carbon-Catalyzed Synthesis of 2- And 2,3-substituted Indoles Under Heterogeneous Conditions

Yasunari Monguchi, Shigeki Mori, Satoka Aoyagi, Azusa Tsutsui, Tomohiro Maegawa, Hironao Sajiki

Org Biomol Chem. 2010 Jul 21;8(14):3338-42.

PMID: 20526486

Abstract:

A mild, efficient and LiCl-free synthetic method for indole derivatives based on the heteroannulation of alkynes with 2-iodoanilines was achieved using palladium on carbon (Pd/C) and NaOAc in heated NMP. The N-tosyl protection of 2-iodoaniline expedited the reaction progress, while other protecting groups, such as tert-butoxycarbonyl, acetyl, and benzyloxycarbonyl groups, underwent deprotection under the present conditions. A variety of di- and monosubstituted alkynes could effectively react with N-tosyl-2-iodoaniline to give the corresponding indoles in good to high yields.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
LS72301	Palladium on carbon			Price

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