炔基酰基氨作为亲电的 3C 合成子在形式 [3+3] 环加成反应中的应用：构建功能化的 4H-吡喃-4-酮。
Alkynyl Acylammoniums as Electrophilic 3C Synthons in a Formal [3 + 3] Annulation: Access to Functionalized 4H-Pyran-4-ones.
机构信息
State Key Laboratory of Natural Medicines, Department of Organic Chemistry, China Pharmaceutical University , Nanjing 210009, P. R. China.
出版信息
Org Lett. 2016 Aug 5;18(15):3882-5. doi: 10.1021/acs.orglett.6b01891. Epub 2016 Jul 25.
Alkynyl acylammoniums generated in situ from alkynyl acids are first used as electrophilic 3C synthons in a formal [3 + 3] annulation with 1,3-dicarbonyl compounds for regioselective synthesis of functionalized 4H-pyran-4-ones via a 4-(dimethylamino)pyridine/Lewis acid dual-activation strategy. This protocol paves the way for further investigation of alkynyl acylammoniums as 3C synthons for construction of diverse heterocyclic skeletons.
炔基酰基氨是由炔基酸原位生成的，它们首先被用作亲电 3C 合成子，与 1,3-二羰基化合物进行形式的 [3 + 3] 环加成反应，通过 4-(二甲氨基)吡啶/路易斯酸双重活化策略，区域选择性地合成功能化的 4H-吡喃-4-酮。该方案为进一步研究炔基酰基氨作为 3C 合成子构建各种杂环骨架铺平了道路。
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