One-Pot Synthesis of N-(α-Peroxy)Indole/Carbazole via Chemoselective Three-Component Condensation Reaction in Open Atmosphere | Zendy

Xinbo Wang | Zendy; Yupeng Pan | Zendy; KuoWei Huang | Zendy; Zhiping Lai | Zendy

Open Access

One-Pot Synthesis of N-(α-Peroxy)Indole/Carbazole via Chemoselective Three-Component Condensation Reaction in Open Atmosphere

Author(s) -

Xinbo Wang,

Yupeng Pan,

KuoWei Huang,

Zhiping Lai

Publication year - 2015

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/acs.orglett.5b02881

Subject(s) - carbazole , chemistry , indole test , aldehyde , condensation , substrate (aquarium) , condensation reaction , combinatorial chemistry , catalysis , molecule , atmosphere (unit) , organic chemistry , physics , oceanography , thermodynamics , geology

A facile one-pot synthesis of N-(α-peroxy)indole and N-(α-peroxy)carbazole has been developed using metal-free, organo-acid-catalyzed three-component condensation reactions of indole/carbazole, aldehyde, and peroxide. Based on the reaction discovered, a new synthetic proposal for Fumitremorgin A and Verruculogen is introduced. Such a protocol could be easily handled and scaled up in an open atmosphere with a wide substrate scope, enabling the construction of a new molecule library.

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