Synthesis of gem-Difluoromethylenated Spiro-γ-butyrolactones by Employing PhSCF2Si(CH3)3 as a gem-Difluoromethylenating Agent

被引：13

作者：

Chatupheeraphat, Adisak ^{[1
,2
]}

Soorukram, Darunee ^{[1
,2
]}

Kuhakarn, Chutima ^{[1
,2
]}

Tuchinda, Patoomratana ^{[1
,2
]}

Reutrakul, Vichai ^{[1
,2
]}

Pakawatchai, Chaveng ^{[3
,4
]}

Saithong, Saowanit ^{[3
,4
]}

Pohmakotr, Manat ^{[1
,2
]}

机构：

[1] Mahidol Univ, Fac Sci, Dept Chem, Bangkok 10400, Thailand

[2] Mahidol Univ, Fac Sci, Ctr Excellence Innovat Chem, Bangkok 10400, Thailand

[3] Prince Songkla Univ, Dept Chem, Fac Sci, Hat Yai 90112, Songkla, Thailand

[4] Prince Songkla Univ, Ctr Excellence Innovat Chem, Fac Sci, Hat Yai 90112, Songkla, Thailand

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 2013卷 / 30期

关键词：

Lactones; Difluoromethylenation; Cyclization; Fluorine; NUCLEOPHILIC DIFLUOROMETHYLATION; DYOTROPIC REARRANGEMENTS; CARBONYL-COMPOUNDS; LACTONES; EFFICIENT; ARYL; CONSTRUCTION; TRIFLUOROMETHYLATION; DIFLUOROCARBENE; PHSCF2SIME3;

D O I：

10.1002/ejoc.201300998

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

PhSCF2TMS was utilized as a useful gem-difluoromethylene building block for the synthesis of gem-difluoromethylenated spiro-gamma-butyrolactones. The radical cyclization of gamma-alkenyl-gamma-gem-difluoro(phenylsulfanyl)methyl-gamma-butyrolactones provided gem-difluoromethylenated spiro-gamma-butyrolactones.

引用

收藏

页码：6844 / 6858

页数：15

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