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Redox-Annulations of Cyclic Amines with 2-(2-Oxoethyl)malonates.

ABSTRACT: Amines such as 1,2,3,4-tetrahydroisoquinoline undergo redox-neutral annulations with 2-(2-oxoethyl)malonates in the presence of catalytic amounts of benzoic acid. These reactions install a fully saturated five-membered ring and provide access to structures closely related to the natural products crispine A and harmicine.

SUBMITTER: Zhu Z

PROVIDER: S-EPMC6060407 | biostudies-literature | 2018 Jul

REPOSITORIES: biostudies-literature

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Redox-Annulations of Cyclic Amines with 2-(2-Oxoethyl)malonates.

Zhu Zhengbo Z Chandak Hemant S HS Seidel Daniel D

Organic letters 20180625 13

Amines such as 1,2,3,4-tetrahydroisoquinoline undergo redox-neutral annulations with 2-(2-oxoethyl)malonates in the presence of catalytic amounts of benzoic acid. These reactions install a fully saturated five-membered ring and provide access to structures closely related to the natural products crispine A and harmicine. ...[more]

PMID: 29939750

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