首页|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

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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The Pd-catalyzed dipolar cycloaddition represents a significant synthetic strategy for the construction of useful heterocyclic com-pounds.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.

Cycloaddition1,3-Oxazinanes1,3-OxazocanesMedium-ring compoundsStereochemistryN-HeterocyclesSulfonamidesEnantioselectivityAsymmetric synthesis

Lei Chen、Hongling Xie、Yu Xue、Zhengyu Han、Jianwei Sun、Hai Huang

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Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology,School of Petrochemical Engineering,Changzhou University,Changzhou,Jiangsu 213164,China

Department of Chemistry,The Hong Kong University of Science and Technology,Clear Water Bay,Kowloon,Hong Kong SAR,China

国家自然科学基金国家自然科学基金国家自然科学基金国家自然科学基金Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology江苏省自然科学基金Innovation & Entrepreneurship Talents Plan of Jiangsu Province

22071210221010332220102322271242BM2012110BK20210849JSSCRC2021536

2024

10.1002/cjoc.202300668

中国化学(英文版)
中国化学会 上海有机化学研究所

中国化学(英文版)

CSTPCD
影响因子：0.848
ISSN：1001-604X
年,卷(期)：2024.42(8)
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