Silver-catalyzed 2-isocyanobiaryls insertion/cyclization with phosphine oxides: synthesis of 6-phosphorylated phenanthridines

被引：44

作者：

Cao, Jia-Jia ^{[1
]}

Zhu, Tong-Hao ^{[1
]}

Gu, Zheng-Yang ^{[1
]}

Hao, Wen-Juan ^{[1
]}

Wang, Shun-Yi ^{[1
]}

Ji, Shun-Jun ^{[1
]}

机构：

[1] Soochow Univ, Coll Chem Chem Engn & Mat Sci, Key Lab Organ Synth Jiangsu Prov, Suzhou 215123, Peoples R China

来源：

TETRAHEDRON | 2014年 / 70卷 / 39期

基金：

中国国家自然科学基金;

关键词：

Silver-catalyzed; Isocyanobiaryls insertion; Phosphine oxides; 6-Phosphorylated phenanthridines; MULTICOMPONENT REACTIONS; OXIDATIVE CYCLIZATION; ISOCYANIDE INSERTION; CHEMOSELECTIVE SYNTHESIS; TOSYLMETHYL ISOCYANIDE; METAL-FREE; DERIVATIVES; 3-PHENACYLIDENEOXINDOLES; FUNCTIONALIZATION;

D O I：

10.1016/j.tet.2014.07.078

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A silver-catalyzed 2-isocyanobiaryls insertion/cyclization with phosphine oxides was described for the construction of the 6-phosphorylated phenanthridines through radical addition of in situ formed P-centered radical to 2-isocyanobiphenyls and homolytic aromatic substitution process. The reactions could proceed smoothly to give the desired 6-phosphorylated phenanthridines promoted by AgOAc (20 mol %) with PhI(OAc)(2) (3.0 equiv). (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：6985 / 6990

页数：6

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