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Redox-Annulations of Cyclic Amines with ortho-Cyanomethylbenzaldehydes.

ABSTRACT: Amines such as 1,2,3,4-tetrahydroisoquinoline undergo redox-neutral annulations with ortho-cyanomethylbenzaldehydes. These amine ?-C-H bond functionalization reactions are promoted by acetic acid. The resulting ?-aminonitriles can be converted to the corresponding ?-aminoalcohols in diastereoselective fashion.

SUBMITTER: Paul A

PROVIDER: S-EPMC7104785 | biostudies-literature | 2020 Feb

REPOSITORIES: biostudies-literature

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Redox-Annulations of Cyclic Amines with <i>ortho</i>-Cyanomethylbenzaldehydes.

Paul Anirudra A Chandak Hemant S HS Ma Longle L Seidel Daniel D

Organic letters 20200127 3

Amines such as 1,2,3,4-tetrahydroisoquinoline undergo redox-neutral annulations with <i>ortho</i>-cyanomethylbenzaldehydes. These amine α-C-H bond functionalization reactions are promoted by acetic acid. The resulting β-aminonitriles can be converted to the corresponding β-aminoalcohols in diastereoselective fashion. ...[more]

PMID: 31984752

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