DBU-Promoted Trifluoromethylation of Aryl Iodides with Difluoromethyltriphenylphosphonium Bromide

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成果类型：

期刊论文

作者：

Wei, Yun;Yu, Liuying;Lin, Jinhong*;Zheng, Xing*;Xiao, Jichang*

通讯作者：

Zheng, Xing;Xiao, Jichang;Lin, Jinhong

作者机构：

[Wei, Yun; Yu, Liuying; Zheng, Xing; Xiao, Jichang] Univ South China, Inst Pharm & Pharmacol, 28 Western Changsheng Rd, Hengyang 421001, Hunan, Peoples R China.

[Lin, Jinhong; Wei, Yun; Yu, Liuying; Lin, JH; Xiao, Jichang] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China.

[Wei, Yun; Yu, Liuying; Zheng, Xing; Xiao, Jichang] Univ South China, Hunan Prov Cooperat Innovat Ctr Mol Target New Dr, 28 Western Changsheng Rd, Hengyang 421001, Hunan, Peoples R China.

通讯机构：

[Zheng, X; Xiao, JC] U

[Lin, JH; Xiao, JC] C

Univ South China, Inst Pharm & Pharmacol, 28 Western Changsheng Rd, Hengyang 421001, Hunan, Peoples R China.

Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China.

Univ South China, Hunan Prov Cooperat Innovat Ctr Mol Target New Dr, 28 Western Changsheng Rd, Hengyang 421001, Hunan, Peoples R China.

语种：

英文

关键词：

difluorocarbene;trifluoromethylation;difluoromethyltriphenylphosphonium bromide;copper

关键词(中文)：

溴化物;铜

期刊：

中国化学

ISSN：

1001-604X

年：

2016

卷：

期：

页码：

481-484

DOI：

10.1002/cjoc.201500543

基金类别：

National Natural Science Foundation of ChinaNational Natural Science Foundation of China (NSFC) [21172240, 21421002, 21472222, 81273537, 21502214]; National Basic Research Program of ChinaNational Basic Research Program of China [2015CB931900, 2012CBA01200]; Chinese Academy of SciencesChinese Academy of Sciences [XDA02020105, XDA02020106]; Zhengxiang scholar program of the University of South China

机构署名：

本校为第一且通讯机构

院系归属：

药学与生物科学学院

摘要：

DBU-promoted trifluoromethylation of aryl iodides with difluoromethyltriphenylphosphonium bromide (DFPB) in the presence of copper source is described. In this transformation, DBU not only acts as base to deprotonate the difluoromethyl group in DFPB to generate difluoromethylene phosphonium ylide Ph_3P~+CF_2~-,but also converts the difluorocarbene generated from ylide Ph_3P~+CF_2~-- into trifluoromethyl anion, finally resulting in the trifluoromethylation of aryl iodides. The reactions proceeded smoo...

摘要(中文)：

有 difluoromethyltriphenylphosphonium 溴化物(DFPB ) 的芳基碘化物的支持 DBU 的 trifluoromethylation 面对铜来源被描述。在这转变， DBU 不仅对 deprotonate 同样基础的行为在 DFPB 到的 difluoromethyl 组产生 difluoromethylene 磷根 ylide Ph 3 P + CF 2−,而且变换从 ylide Ph 3 P + CF 2−进 trifluoromethyl 阴离子，最后导致芳基碘化物的 trifluoromethylation 。反应顺利继续了负担得起期望的产品在对好收益中等。

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