A convenient and efficient method for incorporation of pentafluorosulfanyl (SF5) substituents into aliphatic compounds

被引：85

作者：

Dolbier, William R., Jr.

Ait-Mohand, Samia

Schertz, Tyler D.

Sergeeva, Tatiana A.

Cradlebaugh, Joseph A.

Mitani, Akira

Gard, Gary L.

Winter, Rolf W.

Thrasher, Joseph S.

机构：

[1] Univ Florida, Dept Chem, Gainesville, FL 32611 USA

[2] Portland State Univ, Dept Chem, Portland, OR 97207 USA

[3] Univ Alabama, Dept Chem, Tuscaloosa, AL 35487 USA

来源：

JOURNAL OF FLUORINE CHEMISTRY | 2006年 / 127卷 / 10期

基金：

美国国家科学基金会;

关键词：

pentafluorosulfanyl substituent; free radical chain reaction; SF5Cl; SF5Br; triethylborane initiation;

D O I：

10.1016/j.jfluchem.2006.05.003

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Both SF5Cl and SF5Br undergo smooth, high yield addition to alkenes and alkynes under the mild free radical chain reaction conditions of triethylborane initiation at low temperature, although the SF5Br chemistry is somewhat limited by its competing high electrophilic reactivity with electron rich alkenes. The SF5Cl addition reaction is relatively insensitive to a wide variety of non-allylic functionalities. (c) 2006 Elsevier B.V. All rights reserved.

引用

页码：1302 / 1310

页数：9

共 35 条

[1] New and convenient method for incorporation of pentafluorosulfanyl (SF5) substituents into aliphatic organic compounds [J].