Base-Promoted Tandem Cyclization of 2-(Indol-3-yl)naphthoquinones with Benzamidines toward Polysubstituted Pyrimido[4,5-]indoles.

Org Lett

Key Laboratory for Green Organic Synthesis and Application of Hunan Province, Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan 411105, P. R. China.

Published: September 2024

A novel and unique approach for the construction of polysubstituted pyrimido[4,5-]indoles from 2-(indol-3-yl)naphthoquinones and benzamidines is described. Our strategy, promoted by an inorganic base, involves the ring opening and recyclization of naphthoquinone and produces three nitrogen heterocyclic rings via multiple C-N bond formations in one pot under transition-metal-free conditions.

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http://dx.doi.org/10.1021/acs.orglett.4c02847DOI Listing

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