首页|催化邻羟基苯基取代对亚甲基醌与酮亚胺环加成反应合成二氢-1,3-苯并噁嗪化合物

催化邻羟基苯基取代对亚甲基醌与酮亚胺环加成反应合成二氢-1,3-苯并噁嗪化合物

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发展了邻羟基苯基取代对亚甲基醌与酮亚胺在磷酸催化体系中的[4+2]环加成反应,以高产率和优良的非对映选择性得到了一系列二氢-1,3-苯并噁嗪化合物.当向反应体系加入催化量的B(C6F5)3时,产物的产率得到保持且发生非对映选择性翻转.
Synthesis of Dihydro-1,3-benzoxazine Compounds via Catalytic Cycloaddition of ortho-Hydroxyphenyl-substituted para-Quinone Methides and Ketimines
The[4+2]cycloaddition reaction between ortho-hydroxyphenyl-substituted para-quinone methides and ketimines was carried out in a phosphoric acid catalytic system.A wide range of dihydro-1,3-benzoxazine derivatives were obtained with good yields and excellent diastereoselectivities.When the catalytic amount of B(C6F5)3 was added to the reaction system,the yield of the product was maintained and the diastereoselectivity was flipped.

ortho-Hydroxyphenyl-substituted para-quinone methideKetimine[4+2]Cycloaddition reactionDihydro-1,3-benzoxazineDiastereoselectivity flipped

孙一丹、李鑫

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南开大学化学学院, 天津 300071

物质绿色创造与制造海河实验室, 天津 300192

邻羟基苯基取代对亚甲基醌 酮亚胺 [4+2]环加成反应 二氢-1,3-苯并噁嗪化合物 非对映选择性翻转

国家自然科学基金

22371219

2024

高等学校化学学报
中华人民共和国教育部委托 吉林大学和南开大学

高等学校化学学报

CSTPCD北大核心
影响因子:1.067
ISSN:0251-0790
年,卷(期):2024.45(2)
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