Metal-free oxidative hydrophosphinylation of 1, 7-enynes. Issue 3 (2nd February 2016)

• Record Type: Journal Article
• Authors: Zhu, Yi-Long; Wang, De-Cai; Jiang, Bo; Hao, Wen-Juan; Wei, Ping; Wang, Ai-Fang; Qiu, Jiang-Kai; Tu, Shu-Jiang
• Is Part Of: Organic chemistry frontiers. Volume 3:Issue 3(2016:Mar)
• Page Start: 385
• Page End: 393
• Publication Date: 2016-02-02
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/c5qo00430f
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : A new metal-free oxidative hydrophosphinylation of 1, 7-enynes for forming polyfunctionalized 3, 4-dihydroquinolin-2(1 H )-ones has been realized using readily accessible diarylphosphine oxide and TBPB as an oxidant. Abstract : A new metal-free oxidative hydrophosphinylation of 1, 7-enynes for forming polyfunctionalized 3, 4-dihydroquinolin-2(1 H )-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.