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Ti-Catalyzed Multicomponent Oxidative Carboamination of Alkynes with Alkenes and Diazenes.

ABSTRACT: The inter- or intramolecular oxidative carboamination of alkynes catalyzed by [py2TiCl2NPh]2 is reported. These multicomponent reactions couple alkenes, alkynes and diazenes to form either ?,?-unsaturated imines or ?-(iminomethyl)cyclopropanes via a TiII/TiIV redox cycle. Each of these products is formed from a common azatitanacyclohexene intermediate that undergoes either ?-H elimination or ?,?-coupling, wherein the selectivity is under substrate control.

SUBMITTER: Davis-Gilbert ZW

PROVIDER: S-EPMC5496654 | biostudies-literature | 2016 Nov

REPOSITORIES: biostudies-literature

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Ti-Catalyzed Multicomponent Oxidative Carboamination of Alkynes with Alkenes and Diazenes.

Davis-Gilbert Zachary W ZW Yao Letitia J LJ Tonks Ian A IA

Journal of the American Chemical Society 20161028 44

The inter- or intramolecular oxidative carboamination of alkynes catalyzed by [py2TiCl2NPh]2 is reported. These multicomponent reactions couple alkenes, alkynes and diazenes to form either α,β-unsaturated imines or α-(iminomethyl)cyclopropanes via a TiII/TiIV redox cycle. Each of these products is formed from a common azatitanacyclohexene intermediate that undergoes either β-H elimination or α,γ-coupling, wherein the selectivity is under sub ...[more]

PMID: 27790910

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