Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 83, Issue 18, Pages 11333-11340Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b01549
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Funding
- Science and Engineering Research Board-DST, Government of India [EMR/2016/007021]
- IISc
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Arynes are highly reactive intermediates, which are utilized for the electrophilic arylation of various X-H bonds (X = O, N, S etc.). Herein, a new synthetic strategy is demonstrated, where arynes are converted into aryl anion equivalents by treatment with phosphines and a base. The addition of phosphines to arynes form the phosphonium salts, which in the presence of a carbonate base generates the aryl anion equivalent. Subsequent addition of the aryl anions with aldehydes afforded the secondary alcohols.
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