钼-醌催化的芳族羰基化合物的脱氧偶联反应
Molybdenum-Quinone-Catalyzed Deoxygenative Coupling of Aromatic Carbonyl Compounds.
作者信息
Banerjee Somsuvra, Kobayashi Takafumi, Takai Kazuhiko, Asako Sobi, Ilies Laurean
机构信息
RIKEN Center for Sustainable Resource Science, 2-1 Hirosawa, Wako, Saitama 351-0198, Japan.
Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University, 3-1-1 Tsushimanaka, Kita-ku, Okayama, Okayama 700-8530, Japan.
出版信息
Org Lett. 2022 Oct 7;24(39):7242-7246. doi: 10.1021/acs.orglett.2c03143. Epub 2022 Sep 27.
In the presence of triphenylphosphine as a mild reductant, the use of catalytic amounts of Mo(CO) and an -quinone ligand enables the intermolecular reductive coupling of aromatic aldehydes and the intramolecular coupling of aromatic ketones to produce functionalized alkenes. Diaryl- and diheteroaryl alkenes are synthesized with high ()-selectivity and a tolerance toward bromide, iodide, and steric hindrance. Intramolecular coupling of dicarbonyl compounds under similar conditions affords mono- and disubstituted phenanthrenes.
在三苯基膦作为温和还原剂存在的情况下，使用催化量的Mo(CO)和α-醌配体能够实现芳香醛的分子间还原偶联以及芳香酮的分子内偶联，从而生成官能化烯烃。二芳基和二杂芳基烯烃以高（）-选择性合成，并且对溴化物、碘化物和空间位阻具有耐受性。在类似条件下，二羰基化合物的分子内偶联可得到单取代和双取代菲。
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