Efficiency Enhancement of a Photocatalytic Decarbonylation of an Aminocyclopropenone by Benzothiophene Substitution
Efficiency Enhancement of a Photocatalytic Decarbonylation of an Aminocyclopropenone by Benzothiophene Substitution
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DOI：
10.1021/acs.joc.0c02997
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发表时间：
2021-02-08
影响因子：
3.6
通讯作者：
Kunishima, Munetaka
中科院分区：
文献类型：
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作者：
Mishiro, Kenji;Nomura, Mitsuki;Kunishima, Munetaka
为了提高环丙烯酮光催化脱羰反应的效率，研究了取代基对环丙烯酮光催化脱羰反应的影响。苯并噻吩取代的氨基环丙烯酮表现出显着改善的脱羰基效率，以产生相应的异喹啉，其作为一种有效的脱水缩合剂。苯并噻吩衍生物适用于在潜在的激发态猝灭剂如氧气和苯胺存在下的光催化反应。高催化剂敏感性归因于三重态能量转移反应途径的参与，这在以前报道的氨基环丙烯酮的反应中没有观察到。
To improve the efficiency of the photocatalytic decarbonylation of cyclopropenones, the effects of substituents on cyclopropenone were explored. A benzothiophene-substituted aminocyclopropenone exhibited significantly improved decarbonylation efficiency to produce the corresponding ynamine, which worked as a potent dehydration condensation agent. The benzothiophene derivative was applicable to the photocatalytic reaction in the presence of potential excited-state quenchers such as oxygen and anilines. The high catalyst sensitivity would be attributed to the involvement of triplet energy transfer reaction pathway, which was not observed in the reaction with previously reported aminocyclopropenones.