Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 84, Issue 16, Pages 10509-10517Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.9b01445
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- CEFIPRA [5505-2]
- DST India
- UGC
- CSIR
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We herein demonstrated a N-hydroxyphthalimide (NHPI)-mediated chemo- and regioselective radical cyclization of yne-dienone with thiols to construct 3-thioaryl bearing [6,6]-fused dihydrochromenone derivatives. This transformation tolerates common functional groups and has broad scope. The reaction proceeds via the attack of a thioaryl radical to alkyne over the activated Michael acceptor. The TEMPO quenching experiment suggests the involvement of a radical intermediate. Synthetic versatility of 3-thioaryldihydrochromenones is also showcased.
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