Decarbethoxylative Arylation Employing Arynes: A Metal-Free Pathway to Arylfluoroamides

被引：17

作者：

Gupta, Ekta ^{[1
]}

Kant, Ruchir ^{[2
]}

Mohanan, Kishor ^{[1
,3
]}

机构：

[1] CSIR, Cent Drug Res Inst, Med & Proc Chem Div, BS-10-1,Sect 10,Sitapur Rd,POB 173, Lucknow 226031, Uttar Pradesh, India

[2] CSIR, Cent Drug Res Inst, Mol & Struct Biol Div, BS-10-1,Sect 10,Sitapur Rd,POB 173, Lucknow 226031, Uttar Pradesh, India

[3] Acad Sci & Innovat Res, New Delhi 110001, India

来源：

ORGANIC LETTERS | 2017年 / 19卷 / 21期

关键词：

DIELS-ALDER REACTION; SN BOND FORMATION; C-C BOND; INSERTION REACTIONS; HALF THIOESTERS; ALDOL REACTION; CHEMISTRY; ESTERS; DERIVATIVES; EFFICIENT;

D O I：

10.1021/acs.orglett.7b03072

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient, metal-free decarbethoxylative arylation protocol for the synthesis of alpha-aryl-alpha-fluoroamides from fluoromalonamates, under ambient reaction conditions using aryne as an electrophilic arylating agent, is reported. This decarbethoxylative arylation proceeds under mild conditions and provides a practical and effective entry to a wide range of alpha-aryl-alpha-fluoroacetamides. Interestingly, the use of the tert-butyl ester of fluoromalonamate prevented the otherwise rapid decarboxylation step, affording the arylated fluoromalonamate in moderate yield.

引用

页码：6016 / 6019

页数：4

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