Radical-mediated sulfonyl alkynylation, allylation, and cyanation of propellane
Authors:
- 19 May 2021
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Chemical Communications
- Vol. 57 (49) , 6066-6069
Abstract
Bicyclo[1.1.1]pentane (BCP) is widely applied as the bioisostere for aryl, internal alkynes, and tert-butyl groups in medicinal chemistry. We herein disclose an efficient and practical preparation of sulfonyl alkynyl/allyl/cyano-substituted BCP derivatives through a novel radical-mediated difunctionalization of propellane. The radical alkynylation, allylation, and cyanation processes readily proceed under mild photochemical conditions. The synthetic method features broad functional group tolerance, high product diversity, gram-scale preparation, and excellent atom-economy.Keywords
Funding Information
- National Natural Science Foundation of China (21971173)
- Priority Academic Program Development of Jiangsu Higher Education Institutions
- Graduate Research and Innovation Projects of Jiangsu Province (KYCX20_2651)
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