Bran-New Four-Molecule and Five-Molecule Cascade Reactions for One-Pot Synthesis of Pyrano[3,2-c]chromen-5-ones and Spiro[benzo[b][1,4]diazepine-2,2'-pyrano[3,2-c]chromen]-5'-ones under Catalyst- and Solvent-Free Conditions

在无催化剂和无溶剂条件下,用于一锅法合成吡喃并[3,2-c]色烯-5-酮和螺[苯并[b][1,4]二氮杂卓-2,2'-吡喃并[3,2-c]色烯]-5'-酮的全新四分子和五分子级联反应

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Abstract

Herein, two versatile bran-new methods have been developed for building three new kinds of complicated-framework compounds including 2,4,4-trimethyl-2-(phenylamino)-3,4-dihydro-2H,5H-pyrano[3,2-c]chromen-5-ones, 4,4,4',4'-tetramethyl-1,3,3',4,4',5-hexahydro-5'H-spiro-[benzo[b][1,4]diazepine-2,2'-pyrano[3,2-c]-chromen]-5'-ones, and 2,2,4',4'-tetramethyl-2,3,3',4'-tetrahydro-5H,5'H-spiro[benzo[b][1,4]-oxazepine-4,2'-pyrano[3,2-c]chromen]-5'-ones in a one-pot manner via four-molecule and five-molecule cascade reactions of commercially available 4-hydroxychromen-2-one, substituted anilines, and acetone. In consideration of these impressive features including no need of additional catalysts and solvents, moderate to good yields, excellent site-selectivity, and broad substrate/functional group tolerance, we believe that the two present protocols should have the potential for broad synthetic utility.

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