Journal
ORGANIC LETTERS
Volume 19, Issue 21, Pages 6016-6019Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b03072
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Funding
- Science and Engineering Research Board, DST, Government of India [SB/FT/CS-046/2014]
- CSIR-New Delhi
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An efficient, metal-free decarbethoxylative arylation protocol for the synthesis of alpha-aryl-alpha-fluoroamides from fluoromalonamates, under ambient reaction conditions using aryne as an electrophilic arylating agent, is reported. This decarbethoxylative arylation proceeds under mild conditions and provides a practical and effective entry to a wide range of alpha-aryl-alpha-fluoroacetamides. Interestingly, the use of the tert-butyl ester of fluoromalonamate prevented the otherwise rapid decarboxylation step, affording the arylated fluoromalonamate in moderate yield.
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