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Redox-neutral ?-C-H bond functionalization of secondary amines with concurrent C-P bond formation/N-alkylation.

ABSTRACT: Redox-neutral formation of C-P bonds in the ?-position of amines was achieved via a process that features a combination of an oxidative ?-C-H bond functionalization and a reductive N-alkylation. Benzoic acid functions as an efficient catalyst in this three-component reaction of cyclic secondary amines, aldehydes and phosphine oxides to provide rapid access to ?-amino phosphine oxides not easily accessible by classic Kabachnik-Fields reactions.

SUBMITTER: Das D

PROVIDER: S-EPMC3818705 | biostudies-literature | 2013 Sep

REPOSITORIES: biostudies-literature

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Redox-neutral α-C-H bond functionalization of secondary amines with concurrent C-P bond formation/N-alkylation.

Das Deepankar D Seidel Daniel D

Organic letters 20130819 17

Redox-neutral formation of C-P bonds in the α-position of amines was achieved via a process that features a combination of an oxidative α-C-H bond functionalization and a reductive N-alkylation. Benzoic acid functions as an efficient catalyst in this three-component reaction of cyclic secondary amines, aldehydes and phosphine oxides to provide rapid access to α-amino phosphine oxides not easily accessible by classic Kabachnik-Fields reactions. ...[more]

PMID: 23957378

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