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Weak Coordinating Carbonyl-Directed Rhodium(III)-Catalyzed C–H Activation at the C4-Position of Indole with Allyl Alcohols
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2020-03-20 , DOI: 10.1021/acs.joc.0c00277 Mahadev Sharanappa Sherikar 1 , Ravi Devarajappa 1 , Kandikere Ramaiah Prabhu 1
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2020-03-20 , DOI: 10.1021/acs.joc.0c00277 Mahadev Sharanappa Sherikar 1 , Ravi Devarajappa 1 , Kandikere Ramaiah Prabhu 1
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A weakly coordinating carbonyl-directed coupling of allyl alcohols at the C-4 position of indole derivatives under the C–H activation conditions catalyzed by Rh(III) is reported. This results in alkylation at the C-4 position of indole derivatives exclusively. The obtained product forms a tricyclic derivative under aldol reaction conditions, which can be a potential precursor for synthesizing a few alkaloid molecules such as ergot, hapalindole alkaloids, and related heterocyclic compounds.
中文翻译：
烯丙基醇在吲哚的C4-位上弱配位羰基导向的铑（III）催化的CH活化
据报道，在Rh（III）催化的CH活化条件下，吲哚衍生物的C-4位烯丙醇的弱配位羰基定向偶联。这仅导致吲哚衍生物的C-4位烷基化。所获得的产物在醛醇缩合反应条件下形成三环衍生物，其可以是合成一些生物碱分子如麦角，卤代吲哚生物碱和相关杂环化合物的潜在前体。
更新日期：2020-04-24
中文翻译：
烯丙基醇在吲哚的C4-位上弱配位羰基导向的铑（III）催化的CH活化
据报道，在Rh（III）催化的CH活化条件下，吲哚衍生物的C-4位烯丙醇的弱配位羰基定向偶联。这仅导致吲哚衍生物的C-4位烷基化。所获得的产物在醛醇缩合反应条件下形成三环衍生物，其可以是合成一些生物碱分子如麦角，卤代吲哚生物碱和相关杂环化合物的潜在前体。
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