2022
DOI: 10.1039/d2qo01424f
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Photo-induced decarboxylative hydroacylation of α-oxocarboxylic acids with terminal alkynes by radical addition–translocation–cyclization in water

Abstract: A green and efficient photo-induced radical addition-translocation-cyclization (RATC) reaction of terminal alkynes and α-oxocarboxylic acids has been developed. Without the addition of any external catalyst or oxidant, this method provides...

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Cited by 9 publications
(3 citation statements)
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“…The latter intermediate coupled with radical anions 26.5a-e, resulting in the formation of acyl hydrazines 26.3a-e through the protonation of the anions 26.6a-e. 139 Acyl radicals arising from a-ketoacids have also been employed for the synthesis of multi-functionalized cyclopentane scaffolds via tandem radical addition on terminal alkynes, translocation and cyclization in water. 140 3.2.2. Aryl radicals.…”
Section: Reactions Via Carbon-based Radicalsmentioning
confidence: 99%
See 1 more Smart Citation
“…The latter intermediate coupled with radical anions 26.5a-e, resulting in the formation of acyl hydrazines 26.3a-e through the protonation of the anions 26.6a-e. 139 Acyl radicals arising from a-ketoacids have also been employed for the synthesis of multi-functionalized cyclopentane scaffolds via tandem radical addition on terminal alkynes, translocation and cyclization in water. 140 3.2.2. Aryl radicals.…”
Section: Reactions Via Carbon-based Radicalsmentioning
confidence: 99%
“…Acyl radicals arising from α-ketoacids have also been employed for the synthesis of multi-functionalized cyclopentane scaffolds via tandem radical addition on terminal alkynes, translocation and cyclization in water. 140…”
Section: Reactions Via Carbon-based Radicalsmentioning
confidence: 99%
“…根据实验结果并参阅文献 [22], 提出了可能的反应 机理, 并通过密度泛函理论在 M06-2X/6-311g(d,p)的水 平下计算进行了验证(图 4) [23] . 该反应可能经历了较为 少见的碱促进碳-碳键均裂生成羰基-亚胺双自由基中 间体, 随后被 TEMPO 捕获生成(2-氰基苯基)乙酸的反 应历程 [24] . 首先溴代茚酮 1a 在叠氮化钠作用下生成…”
Section: 计算化学反应机理研究unclassified