Organic Letters
Organic Letters
5 years ago

Sequential [1 + 4]- and [2 + 3]-Annulation of Prop-2-ynylsulfonium Salts: Access to Hexahydropyrrolo[3,2-b]indoles

Sequential [1 + 4]- and [2 + 3]-Annulation of Prop-2-ynylsulfonium Salts: Access to Hexahydropyrrolo[3,2-b]indoles
Qinglong Zhang, Penghao Jia, Qima Ou, You Huang
A powerful sequential [1 + 4]- and [2 + 3]-annulation has been developed using prop-2-ynylsulfonium salts and sulfonyl-protected o-amino aromatic aldimines, affording a series of hexahydropyrrolo[3,2-b]indoles in high yields. Prop-2-ynylsulfonium salts act as C2 synthons in the reaction, and fused rings containing two five-membered azaheterocycles can be constructed in a single operation with readily accessible starting materials.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b02298

DOI: 10.1021/acs.orglett.7b02298

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