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A Combined Transition‐Metal‐Catalyzed and Photopromoted Process: Synthesis of 2,3‐Fused 4‐Phenylnaphthalen‐1‐yl Carboxylates from 1,7‐Diaryl‐1,6‐diynes
Authors:Prof. Dr. Yoshihiko Yamamoto  Shota Mori  Dr. Masatoshi Shibuya
Affiliation:Department of Basic Medicinal Sciences, Graduate School of Pharmaceutical Sciences, Nagoya University, Chikusa, Nagoya 464‐8601 (Japan)
Abstract:2,3‐Fused 4‐phenylnaphthalen‐1‐yl carboxylates were synthesized in a step‐ and atom‐economical manner using a ruthenium‐catalyzed hydrocarboxylative cyclization of 1,7‐diaryl‐1,6‐diynes and subsequent oxidative photocyclization. The scope of this novel two‐step process was demonstrated by the construction of diverse structures from substrates with various tethers and terminal aryl groups. Late‐stage C?H functionalizations of the arylnaphthalene product further enhance the synthetic potential of the developed process.
Keywords:cyclization  lignan  naphthol  photoreaction  ruthenium catalysis
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