Synthesis of Tribenzo[b,e,g]phosphindole Oxides via Radical Bicyclization Cascades of o-Arylalkynylanilines

Jie Li, Wen Wen Zhang, Xiao Jing Wei, Wen Juan Hao, Guigen Li, Shu Jiang Tu, Bo Jiang

Research output: Contribution to journalArticle

20 Scopus citations

Abstract

A new DTBP/Mg(NO3)2-mediated bicyclization cascade of o-arylalkynylanilines with secondary arylphosphine oxides has been developed, enabling dual C(sp2)-H functionalization along with the cleavage of the C-N bond. The combination between regioselective P-centered radical-triggered [3 + 2] cyclization and C-centered radical-induced cross-coupling in a one-pot manner delivered 27 examples of tribenzo[b,e,g]phosphindole oxides with generally high regioselectivity. A reasonable mechanism for forming such products involving radical addition-cyclization cascade is proposed.

Original languageEnglish
Pages (from-to)4512-4515
Number of pages4
JournalOrganic Letters
Volume19
Issue number17
DOIs
StatePublished - Sep 1 2017

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