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Synthesis of isochroman-4-ones and 2H-pyran-3(6H)-ones by gold-catalyzed oxidative cycloalkoxylation of alkynes
Institution:1. Laboratoire de Synthèse Organique, UMR 7652 CNRS/Ecole Polytechnique, Route de Saclay, 91128 Palaiseau, France;2. Department of Chemistry and Biomolecular Sciences, University of Ottawa, K1N 6N5 Ottawa, Canada;1. Department of Chemistry, Sri Jayachamarajendra College of Engineering, JSS Science and Technology University, Mysuru 570 006, Karnataka, India;2. PG Department of Chemistry, JSS College of Arts, Commerce and Science, Mysuru 570025, Karnataka, India;1. Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia;2. Department of Microbiology, East West Group of Institution, No. 63, Anjananagar, Vishwaneedam Post, Bangaluru 560091, Karnataka, India;3. Department of Biosciences, Sri Sathya Sai Institute of Higher Learning, Prasanthi Nilayam, A.P. 515 134, India
Abstract:Gold catalysis is a convenient tool to oxidatively functionalize alkyne into a range of valuable compounds. In this article, we report a new access to isochroman-4-one and 2H-pyran-3(6H)-one derivatives that involves a gold-catalyzed oxidative cycloalkoxylation of an alkyne in the presence of a pyridine N-oxide. The reaction proceeds under mild conditions, is relatively efficient and exhibits a high functional group compatibility.
Keywords:Homogeneous gold catalysis  Oxidative cyclization  Isochroman-4-ones
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