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
收藏
页码：6985 / 6990
页数：6
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