期刊
ORGANIC LETTERS
卷 21, 期 18, 页码 7199-7203出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b02026
关键词
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The bicyclo[1.1.1]pentane (BCP) motif has been utilized as bioisosteres in drug candidates to replace phenyl, tert-butyl, and alkynyl fragments in order to improve physicochemical properties. However, bceause of the difficulty of synthesis, most BCP analogues prepared only bear 1,3-para-substituents. We report the first selective synthesis of 2,2-difluorobicyclo[1.1.1]pentanes via difluorocarbene insertion into bicyclo[1.1.0]butanes. Moreover, this methodology should inspire future studies on synthesis of other ortho/meta-substituted BCPs via similar mechanisms.
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