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Acetoacetamide

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Simon J. Garden – One of the best experts on this subject based on the ideXlab platform.

  • An Efficient Green Protocol for the Preparation of Acetoacetamides and Application of the Methodology to a One‐Pot Synthesis of Biginelli Dihydropyrimidines. Expansion of Dihydropyrimidine Topological Chemical Space.
    ChemInform, 2016
    Co-Authors: Fernando H. S. Gama, Rodrigo O. M. A. De Souza, Simon J. Garden

    Abstract:

    The title Acetoacetamides are obtained from various amine derivatives and dioxin-4-one by conventional and microwave-assisted heating.

  • An efficient green protocol for the preparation of Acetoacetamides and application of the methodology to a one-pot synthesis of Biginelli dihydropyrimidines. Expansion of dihydropyrimidine topological chemical space
    RSC Advances, 2015
    Co-Authors: Fernando H. S. Gama, Rodrigo O. M. A. De Souza, Simon J. Garden

    Abstract:

    The present study describes the preparation of N-aryl-(15) and N-alkyl-(17) Acetoacetamides, in good to excellent yields, using both conventional and microwave heating, by reaction of amine derivatives (14 and 16) with 2,2,6-trimethyl-4H-1,3-dioxin-4-one (TMD, 12) in aqueous medium. The Acetoacetamides were used to prepare novel Biginelli dihydropyrimidine derivatives. The introduction of the amino acid derivatives potentially allows for the exploration of new structural complexity and topologically diversifies the chemical space occupied by this versatile chemical scaffold.

Oliver C Kappe – One of the best experts on this subject based on the ideXlab platform.

  • microwave assisted three component synthesis of 7 aryl 2 alkylthio 4 7 dihydro 1 2 4 triazolo 1 5 a pyrimidine 6 carboxamides and their selective reduction
    ACS Combinatorial Science, 2006
    Co-Authors: Valentin A Chebanov, Elena A Muravyova, S M Desenko, Vladimir I Musatov, Irina V Knyazeva, Svetlana V Shishkina, Oleg V. Shishkin, Oliver C Kappe

    Abstract:

    Multicomponent reactions (MCRs) and microwave-assisted organic synthesis (MAOS) have been used as key methods for the synthesis of fused dihydropyrimidine derivatives. The three-component condensation of 3-amino-5-alkylthio-1,2,4-triazoles with aromatic aldehydes and Acetoacetamides under microwave irradiation was developed as a rapid and efficient solution-phase method for the high-yielding preparation of 7-aryl-2-alkylthio-4,7-dihydro-1,2,4-triazolo[1,5-a]pyrimidine-6-carboxamide libraries. In addition, the selective reduction of the formed dihydrotriazolopyrimidines to trans-trans-2-alkylthio-7-aryl-4,5,6,7-tetrahydro-1,2,4-triazolo[1,5-a]pyrimidine-6-carboxamides was established. The described synthetic protocols provide rapid access to novel and diversely substituted dihydroazolopyrimidine libraries.

Fernando H. S. Gama – One of the best experts on this subject based on the ideXlab platform.

  • An Efficient Green Protocol for the Preparation of Acetoacetamides and Application of the Methodology to a One‐Pot Synthesis of Biginelli Dihydropyrimidines. Expansion of Dihydropyrimidine Topological Chemical Space.
    ChemInform, 2016
    Co-Authors: Fernando H. S. Gama, Rodrigo O. M. A. De Souza, Simon J. Garden

    Abstract:

    The title Acetoacetamides are obtained from various amine derivatives and dioxin-4-one by conventional and microwave-assisted heating.

  • An efficient green protocol for the preparation of Acetoacetamides and application of the methodology to a one-pot synthesis of Biginelli dihydropyrimidines. Expansion of dihydropyrimidine topological chemical space
    RSC Advances, 2015
    Co-Authors: Fernando H. S. Gama, Rodrigo O. M. A. De Souza, Simon J. Garden

    Abstract:

    The present study describes the preparation of N-aryl-(15) and N-alkyl-(17) Acetoacetamides, in good to excellent yields, using both conventional and microwave heating, by reaction of amine derivatives (14 and 16) with 2,2,6-trimethyl-4H-1,3-dioxin-4-one (TMD, 12) in aqueous medium. The Acetoacetamides were used to prepare novel Biginelli dihydropyrimidine derivatives. The introduction of the amino acid derivatives potentially allows for the exploration of new structural complexity and topologically diversifies the chemical space occupied by this versatile chemical scaffold.