Manganese-catalyzed construction of tetrasubstituted benzenes from 1,3-dicarbonyl compounds and terminal acetylenes
Manganese-catalyzed construction of tetrasubstituted benzenes from 1,3-dicarbonyl compounds and terminal acetylenes
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DOI：
10.1021/ol800969h
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发表时间：
2008-07-17
期刊：
影响因子：
5.2
通讯作者：
Takai, Kazuhiko
中科院分区：
文献类型：
--
作者：
Kuninobu, Yoichiro;Nishi, Mitsumi;Takai, Kazuhiko
在催化量的锰络合物 MnBr(CO)(5) 和分子筛存在下，用末端乙炔处理 β-酮酯，以良好至优异的收率得到多取代芳香族化合物。该反应采用β-酮酯和2当量末端乙炔的[2+2+2]环加成并脱水。在1,3-二酮的情况下，可以选择性地合成相应的苯乙酮衍生物及其脱酰基化合物。
Treatment of beta-keto esters with terminal acetylenes in the presence of a catalytic amount of a manganese complex, MnBr(CO)(5), and molecular sieves, gave multisubstituted aromatic compounds in good to excellent yields. This reaction employs [2 + 2 + 2] cycloaddition of beta-keto esters and 2 equiv of terminal acetylenes with dehydration. In the case of a 1,3-diketone, the corresponding acetophenone derivative and its deacylated compound can be synthesized selectively.