Cross-Coupling of Meyer-Schuster Intermediates under Dual Gold-Photoredox Catalysis
Jiwon Um1, Hokeun Yun1, Seunghoon Shin1
1Department of Chemistry and Center for New Directions in Organic Synthesis (CNOS), Research Institute for Natural Sciences, Hanyang University , 222 Wangsimni-ro, Seongdong-gu, Seoul 133-791, Korea.
Abstract:
Under dual gold/photoredox catalytic conditions, intermediates from the Meyer-Schuster rearrangement underwent an efficient cross-coupling with arene diazonium salts, leading to α-arylated enones. Diazonium salts assisted the dissociation of the propargyl hydroxyl group by forming alkoxydiazenes in the Meyer-Schuster rearrangement, and the coupling was proposed to proceed through an allenyl methyl ether.
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