Molybdenum-Quinone-Catalyzed Deoxygenative Coupling of Aromatic Carbonyl Compounds

Molybdenum-Quinone-Catalyzed Deoxygenative Coupling of Aromatic Carbonyl Compounds
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DOI:
10.1021/acs.orglett.2c03143
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发表时间:
2022-09-27
期刊:
影响因子:
5.2
通讯作者:
Ilies,Laurean
Ilies,Laurean
中科院分区:
化学1区
文献类型:
--
作者:
Banerjee,Somsuvra;Kobayashi,Takafumi;Ilies,Laurean

文献摘要

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在三苯基膦作为温和还原剂的存在下,催化量的Mo(CO)6和邻醌配体使芳香醛的分子间还原偶联和芳香酮的分子内偶联反应成为可能,生成官能化的烯烃.二芳基-和二杂芳基烯烃的合成具有高(E)-选择性和对溴、碘和空间位阻的耐受性。二羰基化合物在类似条件下的分子内偶联得到单取代和二取代菲。
In the presence of triphenylphosphine as a mild reductant, the use of catalytic amounts of Mo(CO)6and anortho-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 (E)-selectivity and a tolerance toward bromide, iodide, and steric hindrance. Intramolecular coupling of dicarbonyl compounds under similar conditions affords mono- and disubstituted phenanthrenes.