芳基[7 + 2]环加成与 N-乙烯基-α,β-不饱和硝酮：苯并噁嗪的合成及其 N-O 键断裂。
Formal [7 + 2] Cycloaddition of Arynes with N-Vinyl-α,β-Unsaturated Nitrones: Synthesis of Benzoxazonines and Their N-O Bond Cleavage.
机构信息
State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources, Ministry of Science and Technology of China; School of Chemistry and Pharmaceutical Sciences , Guangxi Normal University , 15 Yu Cai Road , Guilin , 541004 , China.
出版信息
Org Lett. 2018 Aug 3;20(15):4571-4574. doi: 10.1021/acs.orglett.8b01761. Epub 2018 Jul 13.
Various benzoxazonines were synthesized through a formal [7 + 2] cycloaddition of arynes with N-vinyl-α,β-unsaturated nitrones under mild conditions. Controllable N-O bond cleavage of benzoxazonines afforded polysubstituted pyrrole-tethered benzopyrans and acyclic ketone-substituted phenols in moderate to good yields. Further transformations provided a facile approach to access useful building blocks with specific stereoselectivity.
各种苯并恶嗪通过芳炔与 N-乙烯基-α,β-不饱和硝酮在温和条件下的[7 + 2]环加成反应合成。苯并恶嗪的可控 N-O 键断裂以中等至良好的收率提供了多取代的吡咯键合的苯并吡喃和无环酮取代的苯酚。进一步的转化为获得具有特定立体选择性的有用构建块提供了一种简便的方法。
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