Cis-Selective Decarboxylative Alkenylation of Aliphatic Carboxylic Acids with Vinyl Arenes Enabled by Photoredox/Palladium/Uphill Triple Catalysis
Cis-Selective Decarboxylative Alkenylation of Aliphatic Carboxylic Acids with Vinyl Arenes Enabled by Photoredox/Palladium/Uphill Triple Catalysis
复制标题
通过光氧化还原/钯/Uphill 三重催化实现脂肪族羧酸与乙烯基芳烃的顺式选择性脱羧烯基化
DOI：
10.1021/acs.orglett.8b00712
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发表时间：
2018
期刊：
影响因子：
5.2
通讯作者：
Rui Shang
中科院分区：
文献类型：
--
作者：
Chao Zheng;Wan-Min Cheng;Hong-Lian Li;Ri-Song Na;Rui Shang
铱光氧化还原催化剂与菲咯啉负载的钯催化剂组合催化叔和仲脂族羧酸与乙烯基芳烃的脱羧烯基化反应，以Z-选择性提供β-烷基化苯乙烯。广泛的脂肪族羧酸，包括氨基酸，表现为顺从的底物，并且不需要外部氧化剂。该反应通过铱光氧化还原催化剂的能量转移和电子转移反应性与钯催化的氢化物消除和插入合并的协同利用而进行。
An iridium photoredox catalyst in combination with phenanthroline-supported palladium catalyst catalyzes decarboxylative alkenylation of tertiary and secondary aliphatic carboxylic acids with vinyl arenes to deliver β-alkylated styrenes withZ-selectivity. A broad scope of aliphatic carboxylic acids, including amino acids, exhibit as amenable substrates, and external oxidant is not required. The reaction proceeds by synergistic utilization of both energy-transfer and electron-transfer reactivity of iridium photoredox catalyst merging with palladium-catalyzed hydride elimination and insertion.