Difluoroallenyl Bromide as a Wide‐Ranging Difluoromethylene Cation Equivalent: S N 2 Substitution of Difluoropropargyl Bromide through Sequential S E 2′ and S N 2′ Reactions | Zendy

Xu Bo | Zendy; Hammond Gerald B. | Zendy

Premium

Difluoroallenyl Bromide as a Wide‐Ranging Difluoromethylene Cation Equivalent: S N 2 Substitution of Difluoropropargyl Bromide through Sequential S E 2′ and S N 2′ Reactions

Author(s) -

Xu Bo,

Hammond Gerald B.

Publication year - 2005

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200502807

Subject(s) - bromide , substitution (logic) , nucleophilic substitution , nucleophile , chemistry , linkage (software) , substitution reaction , atom (system on chip) , scheme (mathematics) , medicinal chemistry , product (mathematics) , combinatorial chemistry , carbon atom , ranging , stereochemistry , computer science , organic chemistry , mathematics , catalysis , ring (chemistry) , parallel computing , programming language , telecommunications , biochemistry , gene , mathematical analysis , geometry

A synthetic challenge : a two‐step conversion of RCF 2 Br into RCF 2 Nu has been achieved (see scheme; Nu=nucleophile). Nucleophilic substitution at a difluoromethylene carbon atom is carried out by using a functionalized difluoroallene as a CF 2 cation equivalent. The resulting product contains a triisopropylsilyl (TIPS)–acetylenic linkage suitable for further functionalization.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research