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One pot,three component synthesis of spiroindenoquinoxaline pyrrolidine fused nitrochromene derivatives following 1,3-dipolar cycloaddition
Authors:Sabita Nayak  Priyabrata Pattanaik  Deepak Ranjan Mishra  Pravati Panda  Bishnuprasad Raiguru
Affiliation:Department of Chemistry, Ravenshaw University, Cuttack, Odisha, India
Abstract:An expedient one-pot sequential three-component synthesis of a series of diverse spiroindenoquinoxaline pyrrolidine fused nitrochromene derivatives following 1,3-dipolar cycloaddition of azomethine ylides generated in situ by the condensation of indenoquinoxalone and α-amino acids (L-proline and L-phenyl alanine) with 3-nitrochromenes as dipolarophile under classical as well as microwave irradiation is described. The protocol provides a mild reaction condition, high yield of the products, high regioselectivity, and operational simplicity to assemble complex structural entity in a single operation with good to excellent yield. The regio and stereochemical outcome of the cycloaddition reaction is ascertained by spectroscopic and single crystal X-ray analysis.
Keywords:Azomethine ylides  1,3-dipolar cycloaddition  indenoquinoxaline  multicomponent reactions  spiro compounds  nitrogen heterocycles  3-nitro-2H-chromene
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