Regio- and Stereoselective Hydroiodination of Internal Alkynes with Ex Situ-Generated HI

被引：14

作者：

Nozawa-Kumada, Kanako ^{[1
]}

Noguchi, Koto ^{[1
]}

Akada, Tomoya ^{[1
]}

Shigeno, Masanori ^{[1
]}

Kondo, Yoshinori ^{[1
]}

机构：

[1] Tohoku Univ, Grad Sch Pharmaceut Sci, Sendai, Miyagi 9808578, Japan

来源：

ORGANIC LETTERS | 2021年 / 23卷 / 17期

基金：

日本学术振兴会;

关键词：

ONE-POT SYNTHESIS; ALKENES; IODINE; REAGENTS; IODIDES; HYDROHALOGENATION; CYCLIZATION; ACTIVATION; CONVENIENT; EFFICIENT;

D O I：

10.1021/acs.orglett.1c02218

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Herein, we report an efficient and practical hydroiodination of internal alkynes using HI generated ex situ from the readily available triethylsilane and I-2. This system offers high regio- and stereoselectivity to afford (E)-vinyl iodides in good yields under mild conditions. Furthermore, the hydroiodination reaction shows high functional group tolerance toward alkyl, methoxy, halogen, trifluoromethyl, cyano, ester, halomethyl, acid-sensitive silyl ether, and acetal moieties.

引用

页码：6659 / 6663

页数：5

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