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Visible-Light-Promoted C(sp3)–C(sp3) Cross-Coupling of Amino Acids and Aryl Trifluoromethyl Ketones Through Simultaneous Decarboxylation and Defluorination
Organic Letters ( IF 4.9 ) Pub Date : 2023-11-22 , DOI: 10.1021/acs.orglett.3c03675 Kui Tan 1, 2 , Jiaan He 3 , Zhilin Mu 3 , Ibrahim M Ammar 1 , Chao Che 4 , Jin Geng 1 , Qi Xing 1
Organic Letters ( IF 4.9 ) Pub Date : 2023-11-22 , DOI: 10.1021/acs.orglett.3c03675 Kui Tan 1, 2 , Jiaan He 3 , Zhilin Mu 3 , Ibrahim M Ammar 1 , Chao Che 4 , Jin Geng 1 , Qi Xing 1
Affiliation
A photoredox-catalyzed approach for the difluoroalkylation of amino acids was achieved through simultaneous decarboxylation and defluorination processes. This innovative protocol employs commonly available amino acids and trifluoroacetophenones as the primary starting materials, eliminating the necessity for preactivation. This strategy has enabled the synthesis of several difluoroketone functionalized amines in moderate to impressive yields. These synthesized compounds are presented as foundational molecules for subsequent modification. The underlying mechanism for the transformation is anchored in a single electron transfer (SET) radical pathway.
中文翻译:
可见光促进的 C(sp3)–C(sp3) 通过同时脱羧和脱氟实现氨基酸和芳基三氟甲基酮的交叉偶联
通过同时脱羧和脱氟过程实现了光氧化还原催化的氨基酸二氟烷基化方法。这种创新方案采用常用氨基酸和三氟苯乙酮作为主要起始原料,无需预激活。该策略能够以中等至令人印象深刻的产率合成几种二氟酮官能化胺。这些合成的化合物作为后续修饰的基础分子。转化的基本机制锚定在单电子转移(SET)自由基途径中。
更新日期:2023-11-22
中文翻译:
可见光促进的 C(sp3)–C(sp3) 通过同时脱羧和脱氟实现氨基酸和芳基三氟甲基酮的交叉偶联
通过同时脱羧和脱氟过程实现了光氧化还原催化的氨基酸二氟烷基化方法。这种创新方案采用常用氨基酸和三氟苯乙酮作为主要起始原料,无需预激活。该策略能够以中等至令人印象深刻的产率合成几种二氟酮官能化胺。这些合成的化合物作为后续修饰的基础分子。转化的基本机制锚定在单电子转移(SET)自由基途径中。