一个空间位阻要求苛刻的有机超强碱避免了直接由三氟甲烷生成的裸露三氟甲基碳负离子的分解。
A sterically demanding organo-superbase avoids decomposition of a naked trifluoromethyl carbanion directly generated from fluoroform.
机构信息
Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology, Showa-ku, Nagoya, Japan.
出版信息
Org Biomol Chem. 2013 Mar 7;11(9):1446-50. doi: 10.1039/c3ob27368g.
PMID:23344691
Abstract
A simple strategy avoiding the decomposition of a naked trifluoromethyl anion to difluorocarbene by a sterically very demanding organo-superbase without the help of a trifluoromethyl anion reservoir such as DMF is reported. The direct non-metallic trifluoromethylation of carbonyl compounds using fluoroform in the presence of t-Bu-P4 base afforded trifluoromethyl alcohols in high yields.
摘要
本文报道了一种简单的策略，该策略通过一个空间位阻要求非常高的有机超碱避免了裸露的三氟甲基阴离子分解为二氟卡宾，而无需像 DMF 那样借助三氟甲基阴离子储存库。在 t-Bu-P4 碱的存在下，使用氟仿直接对羰基化合物进行非均相三氟甲基化反应，以高产率得到三氟甲醇。
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