One pot, three component synthesis of spiroindenoquinoxaline pyrrolidine fused nitrochromene derivatives following 1,3-dipolar cycloaddition

Autor:	Deepak Ranjan Mishra, Seetaram Mohapatra, Himansu S. Biswal, Bishnuprasad Raiguru, Priyabrata Pattanaik, Subhrakant Jena, Sabita Nayak, Nilima Priyadarshini Mishra, Pravati Panda
Rok vydání:	2019
Předmět:	chemistry.chemical_compound 010405 organic chemistry Chemistry Component (thermodynamics) Organic Chemistry 1 3-Dipolar cycloaddition 010402 general chemistry 01 natural sciences Combinatorial chemistry Cycloaddition Pyrrolidine 0104 chemical sciences
Zdroj:	Synthetic Communications. 49:1823-1835
ISSN:	1532-2432 0039-7911
DOI:	10.1080/00397911.2019.1606919
Popis:	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.
Databáze:	OpenAIRE
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