Synthesis of functionalized resorcinols by rhodium-catalyzed [5+1] cycloaddition reaction of 3-acyloxy-1,4-enynes with CO

Synthesis of functionalized resorcinols by rhodium-catalyzed [5+1] cycloaddition reaction of 3-acyloxy-1,4-enynes with CO
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DOI:
10.1039/c0cc00747a
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发表时间:
2010-01-01
影响因子:
4.9
通讯作者:
Malacria, Max
Malacria, Max
中科院分区:
化学2区
文献类型:
--
作者:
Brancour, Celia;Fukuyama, Takahide;Malacria, Max

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以Rh配合物为催化剂,建立了一种新的[5+1]型羰基化环加成反应。该反应可将容易得到的3-酰基-1,4-炔和一氧化碳转化为多种功能化间苯二酚,收率高。在目前的[5+1]型环加成反应中,提出了一种rh催化的3-酰基-1,4-炔环羰基化并伴有1,2-酰基移位的机理。
A novel [5+1] type carbonylative cycloaddition reaction has been developed using a Rh complex as catalyst. This reaction can convert readily available 3-acyloxy-1,4-enynes and CO to a wide range of functionalized resorcinols in good yields. A mechanism involving Rh-catalyzed cyclocarbonylation of 3-acyloxy-1,4-enynes accompanied by a 1,2-acyloxy shift is proposed for the present [5+1] type cycloaddition reaction.