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Stereoselective Construction of Nitrile‐Substituted Cyclopropanes from 2‐Substituted Ethenesulfonyl Fluorides via Carbon‐Sulfur Bond Cleavage
Author(s) -
Liu Hao,
Moku Balakrishna,
Li Fei,
Ran Jiabing,
Han Jinsong,
Long Sihui,
Zha GaoFeng,
Qin HuaLi
Publication year - 2019
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201900635
Subject(s) - chemistry , cyclopropanation , nitrile , methylene , sulfur , bond cleavage , stereoselectivity , aryl , yield (engineering) , sulfoxide , cleavage (geology) , medicinal chemistry , intermolecular force , cyclopropane , organic chemistry , catalysis , molecule , alkyl , ring (chemistry) , materials science , geotechnical engineering , fracture (geology) , engineering , metallurgy
The intermolecular cyclopropanation of 2‐aryl and 2‐styryl substituted ethenesulfonyl fluorides with active cyano‐containing methylene compounds was described. This reaction proceeds via carbon‐sulfur bond cleavage under metal‐free conditions in up to 99% yield, affording a variety of nitrile‐substituted cyclopropanes with high diastereoselectivity.