The Experts below are selected from a list of 54 Experts worldwide ranked by ideXlab platform
Keshri Nath Tiwari - One of the best experts on this subject based on the ideXlab platform.
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Krapcho Dealkoxycarbonylation strategy of ethyl cyanoacetate for the synthesis of 3 hydroxy 3 cyanomethyl 2 oxindoles and 3 3 dicyanomethyl 2 oxindoles in a reaction with isatin
Synthesis, 2020Co-Authors: R Chandran, Keshri Nath TiwariAbstract:A new strategy for the synthesis of 3-hydroxy-3-cyanomethyl-2-oxindoles and 3,3′-dicyanomethyl-2-oxindoles in a reaction of isatin with ethyl cyanoacetate by Krapcho Dealkoxycarbonylation reaction in aqueous media is demonstrated. The reaction provides an easy access to synthetically and medicinally valuable oxindole alkylnitriles in good to very good yields. Wider substrate scope and operationally simple experimental procedures are highlighted features of the developed protocol. Based on control experiments, a plausible mechanism of reaction and synergistic effect of water is also rationalized.
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Krapcho Dealkoxycarbonylation Strategy of Ethyl Cyanoacetate for the Synthesis of 3-Hydroxy-3-cyanomethyl-2-oxindoles and 3,3′-Dicyanomethyl-2-oxindoles in a Reaction with Isatin
Synthesis, 2020Co-Authors: R Chandran, Keshri Nath TiwariAbstract:A new strategy for the synthesis of 3-hydroxy-3-cyanomethyl-2-oxindoles and 3,3′-dicyanomethyl-2-oxindoles in a reaction of isatin with ethyl cyanoacetate by Krapcho Dealkoxycarbonylation reaction in aqueous media is demonstrated. The reaction provides an easy access to synthetically and medicinally valuable oxindole alkylnitriles in good to very good yields. Wider substrate scope and operationally simple experimental procedures are highlighted features of the developed protocol. Based on control experiments, a plausible mechanism of reaction and synergistic effect of water is also rationalized.
Andivelu Ilangovan - One of the best experts on this subject based on the ideXlab platform.
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I2/Cu-Mediated Self-Sorting Domino Reaction of Aryl β-Ketoesters into Symmetrical 2-Carboalkoxy-1,4-enediones: Application to Synthesis of Pyrazine, β-Carboline and Quinoxalines.
ChemInform, 2015Co-Authors: Gandhesiri Satish, Andivelu IlangovanAbstract:Symmetrical 1,4-enediones (II) are obtained from aryl-β-ketoesters (I) by a self-sorting domino reaction involving tandem iodination, self-dimerization, and Krapcho Dealkoxycarbonylation in one-pot.
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I2/Cu-mediated self-sorting domino reaction of aryl β-ketoesters into symmetrical 2-carboalkoxy-1,4-enediones: application to synthesis of pyrazine, β-carboline and quinoxalines
RSC Advances, 2015Co-Authors: Gandhesiri Satish, Andivelu IlangovanAbstract:A self-sorting domino reaction of aryl β-ketoesters into symmetrical 1,4-enediones is reported by an I2/Cu system. The reaction proceeds through tandem iodination, self-dimerization and Krapcho Dealkoxycarbonylation in one pot under open air condition. Further, 1,4-enediones were successfully employed for the synthesis of bioactive pyrazine, β-carboline and quinoxalines via aza-Michael addition, intramolecular cyclization and C–C bond cleavage of 1,3-dicarbonyl unit under mild reaction condition.
Igor V. Trushkov - One of the best experts on this subject based on the ideXlab platform.
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Convenient approach to polyoxygenated dibenzo[c,e]pyrrolo[1,2-a]azepines from donor-acceptor cyclopropanes
Organic Chemistry Frontiers, 2018Co-Authors: Maksim A. Boichenko, Olga A. Ivanova, Dmitriy A. Skvortsov, Ivan A. Andreev, Alexey O. Chagarovskiy, Irina I. Levina, Victor B. Rybakov, Igor V. TrushkovAbstract:A short convenient approach to polyoxygenated tetrahydrodibenzo[c,e]pyrrolo[1,2-a]azepines from the donor–acceptor cyclopropanes was developed. A simple synthetic sequence involves: (a) cyclopropane ring opening with azide ion and Krapcho Dealkoxycarbonylation; (b) azide-to-imine transformation followed by imine reduction; (c) the oxidative cyclization of 5-aryl-1-benzylpyrrolidin-2-ones, the key intermediates for this approach.
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Concise Approach to Pyrrolizino[1,2-b]indoles from Indole-Derived Donor—Acceptor Cyclopropanes.
ChemInform, 2016Co-Authors: Elena V. Villemson, Ekaterina M. Budynina, Olga A. Ivanova, Dmitriy A. Skvortsov, Igor V. Trushkov, Mikhail Ya. MelnikovAbstract:The ring opening of cyclopropanes (I) with sodium azide followed by Krapcho Dealkoxycarbonylation and a subsequent Vilsmeier—Haack formylation of resulting azides (II) gives rise to azido aldehydes (IV).
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Concise approach to pyrrolizino[1,2-b]indoles from indole-derived donor–acceptor cyclopropanes
RSC Advances, 2016Co-Authors: Elena V. Villemson, Ekaterina M. Budynina, Olga A. Ivanova, Dmitriy A. Skvortsov, Igor V. Trushkov, Mikhail Ya. MelnikovAbstract:Developed here is a direct three-step approach to a previously unexplored pyrrolizino[1,2-b]indole system based on a sequence of three synthetic steps: (a) one-pot azide ion promoted ring opening of the indole-derived donor–acceptor cyclopropane and Krapcho Dealkoxycarbonylation; (b) Vilsmeier–Haack formylation; (c) tandem Staudinger/intramolecular aza-Wittig reaction and reductive cyclization realized in a one pot fashion.
R Chandran - One of the best experts on this subject based on the ideXlab platform.
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Krapcho Dealkoxycarbonylation strategy of ethyl cyanoacetate for the synthesis of 3 hydroxy 3 cyanomethyl 2 oxindoles and 3 3 dicyanomethyl 2 oxindoles in a reaction with isatin
Synthesis, 2020Co-Authors: R Chandran, Keshri Nath TiwariAbstract:A new strategy for the synthesis of 3-hydroxy-3-cyanomethyl-2-oxindoles and 3,3′-dicyanomethyl-2-oxindoles in a reaction of isatin with ethyl cyanoacetate by Krapcho Dealkoxycarbonylation reaction in aqueous media is demonstrated. The reaction provides an easy access to synthetically and medicinally valuable oxindole alkylnitriles in good to very good yields. Wider substrate scope and operationally simple experimental procedures are highlighted features of the developed protocol. Based on control experiments, a plausible mechanism of reaction and synergistic effect of water is also rationalized.
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Krapcho Dealkoxycarbonylation Strategy of Ethyl Cyanoacetate for the Synthesis of 3-Hydroxy-3-cyanomethyl-2-oxindoles and 3,3′-Dicyanomethyl-2-oxindoles in a Reaction with Isatin
Synthesis, 2020Co-Authors: R Chandran, Keshri Nath TiwariAbstract:A new strategy for the synthesis of 3-hydroxy-3-cyanomethyl-2-oxindoles and 3,3′-dicyanomethyl-2-oxindoles in a reaction of isatin with ethyl cyanoacetate by Krapcho Dealkoxycarbonylation reaction in aqueous media is demonstrated. The reaction provides an easy access to synthetically and medicinally valuable oxindole alkylnitriles in good to very good yields. Wider substrate scope and operationally simple experimental procedures are highlighted features of the developed protocol. Based on control experiments, a plausible mechanism of reaction and synergistic effect of water is also rationalized.
Eugenio Uriarte - One of the best experts on this subject based on the ideXlab platform.
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A convenient preparation of 4-carboxamide derivatives of pyridazino [4,5-b]indoles and pyridazino[4,5-b]benzo[b]furans
Synlett, 2002Co-Authors: Jose C. Gonzalez‐gomez, Eugenio UriarteAbstract:Diels-Alder reaction of indole or 3-coumaranone with 3,6-dicarbomethoxy-1,2,4,5-tetrazine followed by MgCl 2 -mediated C-4 regioselective amidation of the tricyclic diester and subsequent Krapcho Dealkoxycarbonylation, provided a convenient route to 4-carboxamide derivatives of pyridazino]4,5-b]indoles and pyridazino]4,5-b]benzo]b]furans. 1,4-Biscarboxamide derivatives were also obtained by full amidation of diester intermediates with an excess of the amine.
