Metal-free oxidative hydrophosphinylation of 1,7-enynes

Literature Information

Publication Date 2016-01-25
DOI 10.1039/C5QO00430F
Impact Factor 5.281
Authors

De-Cai Wang, Bo Jiang, Wen-Juan Hao, Ping Wei, Ai-Fang Wang, Shu-Jiang Tu


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Abstract

A new metal-free oxidative hydrophosphinylation of 1,7-enynes for forming polyfunctionalized 3,4-dihydroquinolin-2(1H)-ones has been realized using readily accessible diarylphosphine oxide and TBPB as an oxidant. The reaction pathway involves an in situ-generated P-centered radical-triggered α,β-conjugate addition/6-exo-dig cyclization/H-abstraction sequence, providing a direct and promising protocol for the formation of C–P, C–C and C–H bonds and rapid construction of complex heterocyclic compounds.

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Front cover

Cover

DOI: 10.1039/C4PY90046D

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Source Journal

Organic Chemistry Frontiers

Organic Chemistry Frontiers
CiteScore: 7.8
Self-citation Rate: 8.7%
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Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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