Experimental and Computational Mechanistic Study of Carbonazidate-Initiated Cascade Reactions
Experimental and Computational Mechanistic Study of Carbonazidate-Initiated Cascade Reactions
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DOI：
10.1021/acs.joc.2c00696
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发表时间：
2022-06-25
影响因子：
3.6
通讯作者：
May，Jeremy A.
中科院分区：
文献类型：
--
作者：
Wang，Qinxuan;Shih，Jiun-Le;May，Jeremy A.
研究了具有不同终止类型的各种Huisgen环化或氮烯/卡宾炔级联反应。评估了可溶性氮烯前体，发现叠氮碳酸酯是唯一有效的引发剂。溶剂、末端炔基取代基和催化剂都可以影响反应结果。该机制的研究计算（密度泛函理论）和实验揭示了相关的中间体和合理的反应途径。
A variety of Huisgen cyclization or nitrene/carbene alkyne cascade reactions with different types of termination were investigated. Accessible nitrene precursors were assessed, and carbonazidates were found to be the only effective initiators. Solvents, terminal alkynyl substituents, and catalysts can all impact the reaction outcome. Study of the mechanism both computationally (by density functional theory) and experimentally revealed relevant intermediates and plausible reaction pathways.