烯酮
化学
磷化氢
亲核细胞
SN2反应
催化作用
药物化学
结合
氘
串联
组合化学
酰亚胺
艾伦
有机化学
作者
Yu-Hao Wang,Zhen-Ni Zhao,Subarna Jyoti Kalita,Yi-Yong Huang
出处
期刊:Organic Letters
[American Chemical Society]
日期:2021-11-05
卷期号:23 (21): 8147-8152
被引量:1
标识
DOI:10.1021/acs.orglett.1c02803
摘要
With the aim of developing novel annulations via ketene intermediates, allenyl imide and alkynoates bearing good leaving groups are used for their function in a tandem conjugate addition-elimination reaction (SN2' type) promoted by nucleophilic phosphine catalysts. By utilizing thioamides as 1S,3N-bis-nucleophiles, [3+3] and [3+2] annulations have been established to allow rapid access to 1,3-thiazin-4-ones and 5-alkenyl thiazolones in high yields, respectively. Furthermore, the possible reaction mechanisms are proposed on the basis of deuterium labeling experiments and density functional theory calculations.
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