5 research outputs found
Copper-Catalyzed Tandem Synthesis of Indolo‑, Pyrrolo[2,1‑<i>a</i>]isoquinolines, Naphthyridines and Bisindolo/Pyrrolo[2,1‑<i>a</i>]isoquinolines via Hydroamination of <i>ortho</i>-Haloarylalkynes Followed by C‑2 Arylation
An efficient approach for the copper-catalyzed regioselective
tandem
synthesis of diversely substituted indoloÂ[2,1-<i>a</i>]Âisoquinolines <b>11a</b>–<b>r</b>, pyrroloÂ[2,1-<i>a</i>]Âisoquinolines <b>12a</b>–<b>d</b>, and indolo-, pyrroloÂ[2,1-<i>f</i>]Â[1,6]Ânaphthyridines <b>14a</b>–<b>f</b> via preferential addition of the heterocyclic amines onto the <i>ortho</i>-haloarylalkynes over <i>N</i>-arylation
followed by intramolecular C-2 arylation is described. The scope of
the developed chemistry was successfully extended for the direct synthesis
of bisindolo-, pyrroloÂ[2,1-<i>a</i>]Âisoquinolines <b>15a</b>–<b>g</b>, a regioisomer of the bisindoloÂ[1,2-<i>a</i>]Âquinolines used as organic single-crystal field-effect
transistor. Hydroxymethyl benzotriazole, which is an inexpensive and
air stable compound, has been used as a ligand to carry out this one-step
conversion of simple, readily available starting materials into an
interesting class of heterocyclic compounds
Copper-Catalyzed Tandem Synthesis of Indolo‑, Pyrrolo[2,1‑<i>a</i>]isoquinolines, Naphthyridines and Bisindolo/Pyrrolo[2,1‑<i>a</i>]isoquinolines via Hydroamination of <i>ortho</i>-Haloarylalkynes Followed by C‑2 Arylation
An efficient approach for the copper-catalyzed regioselective
tandem
synthesis of diversely substituted indoloÂ[2,1-<i>a</i>]Âisoquinolines <b>11a</b>–<b>r</b>, pyrroloÂ[2,1-<i>a</i>]Âisoquinolines <b>12a</b>–<b>d</b>, and indolo-, pyrroloÂ[2,1-<i>f</i>]Â[1,6]Ânaphthyridines <b>14a</b>–<b>f</b> via preferential addition of the heterocyclic amines onto the <i>ortho</i>-haloarylalkynes over <i>N</i>-arylation
followed by intramolecular C-2 arylation is described. The scope of
the developed chemistry was successfully extended for the direct synthesis
of bisindolo-, pyrroloÂ[2,1-<i>a</i>]Âisoquinolines <b>15a</b>–<b>g</b>, a regioisomer of the bisindoloÂ[1,2-<i>a</i>]Âquinolines used as organic single-crystal field-effect
transistor. Hydroxymethyl benzotriazole, which is an inexpensive and
air stable compound, has been used as a ligand to carry out this one-step
conversion of simple, readily available starting materials into an
interesting class of heterocyclic compounds
Copper-Catalyzed Tandem Synthesis of Indolo‑, Pyrrolo[2,1‑<i>a</i>]isoquinolines, Naphthyridines and Bisindolo/Pyrrolo[2,1‑<i>a</i>]isoquinolines via Hydroamination of <i>ortho</i>-Haloarylalkynes Followed by C‑2 Arylation
An efficient approach for the copper-catalyzed regioselective
tandem
synthesis of diversely substituted indoloÂ[2,1-<i>a</i>]Âisoquinolines <b>11a</b>–<b>r</b>, pyrroloÂ[2,1-<i>a</i>]Âisoquinolines <b>12a</b>–<b>d</b>, and indolo-, pyrroloÂ[2,1-<i>f</i>]Â[1,6]Ânaphthyridines <b>14a</b>–<b>f</b> via preferential addition of the heterocyclic amines onto the <i>ortho</i>-haloarylalkynes over <i>N</i>-arylation
followed by intramolecular C-2 arylation is described. The scope of
the developed chemistry was successfully extended for the direct synthesis
of bisindolo-, pyrroloÂ[2,1-<i>a</i>]Âisoquinolines <b>15a</b>–<b>g</b>, a regioisomer of the bisindoloÂ[1,2-<i>a</i>]Âquinolines used as organic single-crystal field-effect
transistor. Hydroxymethyl benzotriazole, which is an inexpensive and
air stable compound, has been used as a ligand to carry out this one-step
conversion of simple, readily available starting materials into an
interesting class of heterocyclic compounds
Palladium-Catalyzed Regioselective [3 + 2] Annulation of Internal Alkynes and Iodo-pyranoquinolines with Concomitant Ring Opening
A regioselective tandem synthesis of highly functionalized pyrrolo[1,2-<i>a</i>]quinolines has been developed through a novel strategy by palladium-catalyzed [3 + 2] annulation of iodo-pyranoquinolines and internal alkynes with subsequent ring opening. Pyranoquinoline with <i>n</i>-alkyl substitution at the 3-position leads to the formation of pyrrolo-acridones <i>via</i> [3 + 2] annulations/ring opening and successive intramolecular cross-aldol condensation
Palladium-Catalyzed Regioselective [3 + 2] Annulation of Internal Alkynes and Iodo-pyranoquinolines with Concomitant Ring Opening
A regioselective tandem synthesis of highly functionalized pyrrolo[1,2-<i>a</i>]quinolines has been developed through a novel strategy by palladium-catalyzed [3 + 2] annulation of iodo-pyranoquinolines and internal alkynes with subsequent ring opening. Pyranoquinoline with <i>n</i>-alkyl substitution at the 3-position leads to the formation of pyrrolo-acridones <i>via</i> [3 + 2] annulations/ring opening and successive intramolecular cross-aldol condensation