UV Light Induced Direct Synthesis of Phenanthrene Derivatives from a Linear 3-Aryl-N-(arylsulfonyl) Propiolamides

被引：37

作者：

Chen, Ming ^{[1
]}

Yang, Chao ^{[1
]}

Wang, Yanpei ^{[1
]}

Li, Dazhi ^{[1
]}

Xia, Wujiong ^{[1
]}

机构：

[1] Harbin Inst Technol, Shenzhen Grad Sch, State Key Lab Urban Water Resource & Environm, Harbin 150080, Peoples R China

来源：

ORGANIC LETTERS | 2016年 / 18卷 / 09期

关键词：

ONE HUNDRED YEARS; SMILES REARRANGEMENT; PHOTOCHEMICAL-REACTIONS; SACCHARIN DERIVATIVES; ULTRAFAST DYNAMICS; PHOTOCYCLIZATION; INHIBITORS; STILBENES; ACID; PHOTOISOMERIZATION;

D O I：

10.1021/acs.orglett.6b00878

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel photochemical approach for the synthesis of phenanthrene derivatives from linear 3-aryl-N-(arylsulfonyl) propiolamides via a tandem radical Smiles rearrangement/C-S bonding/Mallory reaction is disclosed. The control experiment results and isolation of the key intermediates give further insight into the reaction mechanism. Gram scale reaction using a flow reactor demonstrated the synthetic potential applications of our protocol.

引用

页码：2280 / 2283

页数：4

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