Visible Light Promoted Chan‐Lam Reaction and Cycloaddition to Prepare Chromeno[4,3‐c]isoxazolidines in One‐Pot Reaction
Jie Zhao, Bing‐Qing Huang, Bin‐Can Zhu, Xiao‐Pan Ma, Dong‐Liang Mo
Abstract
Abstract A variety of chromeno[4,3‐c]isoxazolidines were prepared in good yields through visible light promoted Chan‐Lam reaction and [3+2] cycloaddition cascade reaction in one pot. Mechanistic studies showed that visible light promoted both Chan‐Lam reaction and cycloaddition. The obtained products were converted to various useful chromenone derivatives. Moreover, the reaction was easily performed at gram scales with the purification of products without column chromatography and used to efficiently synthesize estrone‐derived chromeno[4,3‐c]isoxazolidine. magnified image
Topics & Concepts
CycloadditionChemistryReaction conditionsCombinatorial chemistryCascade reactionEstroneVisible spectrumOrganic chemistryCatalysisBiochemistryHormonePhysicsOptoelectronicsOxidative Organic Chemistry ReactionsRadical Photochemical ReactionsSulfur-Based Synthesis Techniques