An intermolecular C-H functionalization method for the synthesis of 3-hydroxy-2-oxindoles.
نویسندگان
چکیده
An intermolecular C-H functionalization method is developed for the synthesis of 3-hydroxy-2-oxindoles. Rh(III)-catalyzed N-nitroso-directed C-H addition to ethyl 2-oxoacetate allows subsequent denitrosation-triggered cyclization construction of 3-hydroxy-2-oxindoles. The method features a broad substrate scope and its synthetic utility is demonstrated on the synthesis of target compounds bearing functional groups (hydroxyl, bromo) amenable to further elaboration.
منابع مشابه
Selective and efficient synthesis of 3-indolyl-2-oxindoles under catalysis of LiClO4
An efficient and convenient protocol for synthesis of 3-hydroxy-3-indolyl-2-oxindoles and 3,3-diindolyl-2-oxindoles is presented here. The syntheses were achieved selectively under catalysis of LiClO4 whereby the products were obtained purely.
متن کاملSelective and efficient synthesis of 3-indolyl-2-oxindoles under catalysis of LiClO4
An efficient and convenient protocol for synthesis of 3-hydroxy-3-indolyl-2-oxindoles and 3,3-diindolyl-2-oxindoles is presented here. The syntheses were achieved selectively under catalysis of LiClO4 whereby the products were obtained purely.
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An efficient approach for the synthesis of 3-substituted-3-hydroxy-2-oxindoles has been achieved via an aldol reaction of α,β-unsaturated ketones and isatins using arginine as an organocatalyst. A range of 3-substituted-3-hydroxy-2-oxindoles were obtained in moderate to high (up to 99%) yields. These 3-substituted-3-hydroxy-2-oxindoles with an additional enone moiety provide an opportunity for ...
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A simple and efficient method for the synthesis of 3-indolyl-3-hydroxy oxindoles and unsymmetrical 3,3-di(indolyl)indolin-2-ones using microwave irradiation without catalyst and solvent is described. A series of 3-indolyl-3-hydroxy oxindoles and unsymmetrical 3,3-di(indolyl)indolin-2ones have been synthesized in very short reaction times of 5 and 10 minutes and in yields ranging from 31% to 98%...
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عنوان ژورنال:
- Organic & biomolecular chemistry
دوره 12 42 شماره
صفحات -
تاریخ انتشار 2014