Palladium-Catalyzed[4+2]and[6+2]Dipolar Cycloadditions for the Construction of Benzo[d]isothiazole 1,1-Dioxide Fused 1,3-Oxazinanes and 1,3-Oxazocanes  

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作  者:Lei Chen Hongling Xie Yu Xue Zhengyu Han Jianwei Sun Hai Huang 

机构地区:[1]Jiangsu Key Laboratory of Advanced Catalytic Materials&Technology,School of Petrochemical Engineering,Changzhou University,Changzhou,Jiangsu,213164 China [2]Department of Chemistry,The Hong Kong University of Science and Technology,Clear Water Bay,Kowloon,Hong Kong SAR,China

出  处:《Chinese Journal of Chemistry》2024年第8期829-834,共6页中国化学(英文版)

基  金:supported by the NSFC(22071210,22101033,22201023,22271242);the Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology(BM2012110);the Natural Science Foundation of Jiangsu Province(BK20210849);the Innovation&Entrepreneurship Talents Plan of Jiangsu Province(JSSCRC2021536).

摘  要:Comprehensive Summary,The Pd-catalyzed dipolar cycloaddition represents a significant synthetic strategy for the construction of useful heterocyclic compounds.This study developed the dipolar[4+2]and[6+2]cycloaddition reactions of benzo[d]isothiazole 1,1-dioxides(BDs)leading to the synthesis of BD-fused 1,3-oxazinane and 1,3-oxazocane derivatives,respectively.In particular,the synthesis of BD-fused 1,3-oxazinanes demonstrated regio-and enantioselective characteristics,resulting in products with good yields,enantioselectivity and regioselectivity(if applicable).Furthermore,the[6+2]cycloaddition reaction developed in this work represented the first strategy for the synthesis of medium-sized ring compounds based on BDs.

关 键 词:Cycloaddition 1 3-Oxazinanes 1 3-Oxazocanes Medium-ring compounds STEREOCHEMISTRY N-HETEROCYCLES SULFONAMIDES ENANTIOSELECTIVITY Asymmetricsynthesis 

分 类 号:O62[理学—有机化学]

 

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