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2H-Pyrrole

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Till Opatz – One of the best experts on this subject based on the ideXlab platform.

  • 3,4-Dihydro-2H-Pyrrole-2-carbonitriles: Useful Intermediates in the Synthesis of Fused Pyrroles and 2,2′-Bipyrroles.
    The Journal of organic chemistry, 2016
    Co-Authors: Marco M. Nebe, Murat Kucukdisli, Till Opatz
    Abstract:

    Various heterocyclic structures containing the pyrrole moiety have been synthesized from easily accessible 3,4-dihydro-2H-Pyrrole-2-carbonitriles in one-pot procedures. 5,6,7,8-Tetrahydroindolizines, 2,3-dihydro-1H-pyrrolizines as well as 6,7,8,9-tetrahydro-5H-pyrrolo[1,2-a]azepines were obtained from these precursors in high yields in an alkylation/annulation sequence. The same conditions were applied in the synthesis of a 5,8-dihydroindolizine, which could easily be transformed to the corresponding indolizine by dehydrogenation. Furthermore, oxidative couplings of 3,4-dihydro-2H-Pyrrole-2-carbonitriles with copper(II)-salts furnished 2,2′-bipyrroles as well as 5,5′-bis(5-cyano-1-pyrrolines), depending on the reaction conditions. Overall, these methods give high yielding access to a variety of pyrrole-containing heterocyles in two steps from commercially available starting materials.

  • Simple two-step synthesis of 2,4-disubstituted pyrroles and 3,5-disubstituted pyrrole-2-carbonitriles from enones
    Beilstein journal of organic chemistry, 2014
    Co-Authors: Murat Kucukdisli, Dorota Ferenc, Marcel Heinz, Christine Wiebe, Till Opatz
    Abstract:

    The cyclocondensation of enones with aminoacetonitrile furnishes 3,4-dihydro-2H-Pyrrole-2-carbonitriles which can be readily converted to 2,4-disubstituted pyrroles by microwave-induced dehydrocyanation. Alternatively, oxidation of the intermediates produces 3,5-disubstituted pyrrole-2-carbonitriles.

Murat Kucukdisli – One of the best experts on this subject based on the ideXlab platform.

  • 3,4-Dihydro-2H-Pyrrole-2-carbonitriles: Useful Intermediates in the Synthesis of Fused Pyrroles and 2,2′-Bipyrroles.
    The Journal of organic chemistry, 2016
    Co-Authors: Marco M. Nebe, Murat Kucukdisli, Till Opatz
    Abstract:

    Various heterocyclic structures containing the pyrrole moiety have been synthesized from easily accessible 3,4-dihydro-2H-Pyrrole-2-carbonitriles in one-pot procedures. 5,6,7,8-Tetrahydroindolizines, 2,3-dihydro-1H-pyrrolizines as well as 6,7,8,9-tetrahydro-5H-pyrrolo[1,2-a]azepines were obtained from these precursors in high yields in an alkylation/annulation sequence. The same conditions were applied in the synthesis of a 5,8-dihydroindolizine, which could easily be transformed to the corresponding indolizine by dehydrogenation. Furthermore, oxidative couplings of 3,4-dihydro-2H-Pyrrole-2-carbonitriles with copper(II)-salts furnished 2,2′-bipyrroles as well as 5,5′-bis(5-cyano-1-pyrrolines), depending on the reaction conditions. Overall, these methods give high yielding access to a variety of pyrrole-containing heterocyles in two steps from commercially available starting materials.

  • Simple two-step synthesis of 2,4-disubstituted pyrroles and 3,5-disubstituted pyrrole-2-carbonitriles from enones
    Beilstein journal of organic chemistry, 2014
    Co-Authors: Murat Kucukdisli, Dorota Ferenc, Marcel Heinz, Christine Wiebe, Till Opatz
    Abstract:

    The cyclocondensation of enones with aminoacetonitrile furnishes 3,4-dihydro-2H-Pyrrole-2-carbonitriles which can be readily converted to 2,4-disubstituted pyrroles by microwave-induced dehydrocyanation. Alternatively, oxidation of the intermediates produces 3,5-disubstituted pyrrole-2-carbonitriles.

A N Maslivets – One of the best experts on this subject based on the ideXlab platform.

Marco M. Nebe – One of the best experts on this subject based on the ideXlab platform.

  • 3,4-Dihydro-2H-Pyrrole-2-carbonitriles: Useful Intermediates in the Synthesis of Fused Pyrroles and 2,2′-Bipyrroles.
    The Journal of organic chemistry, 2016
    Co-Authors: Marco M. Nebe, Murat Kucukdisli, Till Opatz
    Abstract:

    Various heterocyclic structures containing the pyrrole moiety have been synthesized from easily accessible 3,4-dihydro-2H-Pyrrole-2-carbonitriles in one-pot procedures. 5,6,7,8-Tetrahydroindolizines, 2,3-dihydro-1H-pyrrolizines as well as 6,7,8,9-tetrahydro-5H-pyrrolo[1,2-a]azepines were obtained from these precursors in high yields in an alkylation/annulation sequence. The same conditions were applied in the synthesis of a 5,8-dihydroindolizine, which could easily be transformed to the corresponding indolizine by dehydrogenation. Furthermore, oxidative couplings of 3,4-dihydro-2H-Pyrrole-2-carbonitriles with copper(II)-salts furnished 2,2′-bipyrroles as well as 5,5′-bis(5-cyano-1-pyrrolines), depending on the reaction conditions. Overall, these methods give high yielding access to a variety of pyrrole-containing heterocyles in two steps from commercially available starting materials.

N. L. Racheva – One of the best experts on this subject based on the ideXlab platform.