Abstract
Isochromenes have been synthesized using palladium-catalyzed C–C and C–O bond forming reactions starting from ortho-bromo tertiary benzylic alcohols and internal acetylenes. Notably, this domino process is feasible by using the green solvent, water. The protocol exhibited a broad substrate scope and afforded various isochromenes.
Highlights
Domino reactions are effective in the construction of two or more bonds and thereby facilitate obtaining products with reasonable structural complexity, under a particular set of reaction conditions, which may be devoid of additional reagents/catalysts.[1]
In our efforts to establish metal-catalyzed coupling reactions,[17] we describe the synthesis of isochromenes by utilizing the solvent water as the reaction medium
The optimization was begun with ortho-bromo tertiary benzylic alcohol 1a and diphenylacetylene 2a
Summary
Domino reactions are effective in the construction of two or more bonds and thereby facilitate obtaining products with reasonable structural complexity, under a particular set of reaction conditions, which may be devoid of additional reagents/catalysts.[1]. Very few examples have been synthesized in these above two reports In this regard, to the best of our knowledge, there are no reports of, using relatively less sensitive ortho-bromo tertiary benzylic alcohols catalyzed by a simple palladium-based catalyst and by employing water as the whole solvent medium, for the synthesis of isochromenes. In our efforts to establish metal-catalyzed coupling reactions,[17] we describe the synthesis of isochromenes by utilizing the solvent water as the reaction medium
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