Relay Photocatalytic Reaction of N-Aryl Amino Acids and 2-Bromo-3,3,3-trifluoropropene: Synthesis of 4-(Difluoromethylidene)-tetrahydroquinolines
Relay Photocatalytic Reaction of N-Aryl Amino Acids and 2-Bromo-3,3,3-trifluoropropene: Synthesis of 4-(Difluoromethylidene)-tetrahydroquinolines
复制标题
N-芳基氨基酸和2-溴-3,3,3-三氟丙烯的中继光催化反应：合成4-(二氟亚甲基)-四氢喹啉
DOI：
10.1021/acs.orglett.2c01117
复制
发表时间：
2022
期刊：
影响因子：
5.2
通讯作者：
Lei Zhou
中科院分区：
文献类型：
--
作者：
Weidi Zeng;Weiyu Li;Haoguo Chen;Lei Zhou
大量工业化学品2-溴-3，3，3-三氟丙烯（BTP）首次被用作N-芳基氨基酸光催化脱氟反应的偶联伙伴。所得2-溴-1，1-二氟烯烃的C（sp2）-Br键的光氧化还原活化产生gem-二氟乙烯基自由基用于进一步自由基环化。各种4-（二氟亚甲基）-四氢喹啉组装在良好的产率通过结合两个光氧化还原循环与一个单一的光催化剂。
The bulk industrial chemical 2-bromo-3,3,3-trifluoropropene (BTP) was first employed as a coupling partner in photocatalytic defluorinative reactions withN-aryl amino acids. Photoredox activation of the C(sp2)–Br bond of the resultant 2-bromo-1,1-difluoroalkenes generatesgem-difluoro vinyl radicals for further radical cyclization. Various 4-(difluoromethylidene)-tetrahydroquinolines were assembled in good yields by combining two photoredox cycles with a single photocatalyst.