12 research outputs found
Cu-Catalyzed 1,2-Dihydroisoquinolines Synthesis from <i>o</i>‑Ethynyl Benzacetals and Sulfonyl Azides
No full textAn efficient synthesis of 1,3-/1,1-dialkoxy 1,2-dihydroisoquinolines from <i>o</i>-ethynylbenzacetals and sulfonyl azides <i>via</i> a cascade process combining copper-catalyzed alkyne–azide cycloaddition (CuAAC), Dimroth rearrangement, 1,5-OR shift/1,5-H shift, and 6π-electrocyclic ring closure (6π-ERC) is described. Extension of the produced 1,3-dialkoxy-1,2-dihydroisoquinolines to isoquinolium salts is also disclosed
Cu-Catalyzed 1,2-Dihydroisoquinolines Synthesis from <i>o</i>‑Ethynyl Benzacetals and Sulfonyl Azides
No full textAn efficient synthesis of 1,3-/1,1-dialkoxy 1,2-dihydroisoquinolines from <i>o</i>-ethynylbenzacetals and sulfonyl azides <i>via</i> a cascade process combining copper-catalyzed alkyne–azide cycloaddition (CuAAC), Dimroth rearrangement, 1,5-OR shift/1,5-H shift, and 6π-electrocyclic ring closure (6π-ERC) is described. Extension of the produced 1,3-dialkoxy-1,2-dihydroisoquinolines to isoquinolium salts is also disclosed
Cu-Catalyzed 1,2-Dihydroisoquinolines Synthesis from <i>o</i>‑Ethynyl Benzacetals and Sulfonyl Azides
No full textAn efficient synthesis of 1,3-/1,1-dialkoxy 1,2-dihydroisoquinolines from <i>o</i>-ethynylbenzacetals and sulfonyl azides <i>via</i> a cascade process combining copper-catalyzed alkyne–azide cycloaddition (CuAAC), Dimroth rearrangement, 1,5-OR shift/1,5-H shift, and 6π-electrocyclic ring closure (6π-ERC) is described. Extension of the produced 1,3-dialkoxy-1,2-dihydroisoquinolines to isoquinolium salts is also disclosed
Cu-Catalyzed 1,2-Dihydroisoquinolines Synthesis from <i>o</i>‑Ethynyl Benzacetals and Sulfonyl Azides
No full textAn efficient synthesis of 1,3-/1,1-dialkoxy 1,2-dihydroisoquinolines from <i>o</i>-ethynylbenzacetals and sulfonyl azides <i>via</i> a cascade process combining copper-catalyzed alkyne–azide cycloaddition (CuAAC), Dimroth rearrangement, 1,5-OR shift/1,5-H shift, and 6π-electrocyclic ring closure (6π-ERC) is described. Extension of the produced 1,3-dialkoxy-1,2-dihydroisoquinolines to isoquinolium salts is also disclosed
3‑Alkenylation or 3‑Alkylation of Indole with Propargylic Alcohols: Construction of 3,4-Dihydrocyclopenta[<i>b</i>]indole and 1,4-Dihydrocyclopenta[<i>b</i>]indole in the Presence of Different Catalysts
No full text3-Alkenylation or 3-alkylation of indole with propargylic
alcohols could be efficiently controlled by the catalyst. In the presence
of triflic acid, 3-alkenylation of indole occurred and a 3,4-dihydrocyclopentaÂ[<i>b</i>]Âindole skeleton was effectively constructed in moderate
to excellent yields via a cascade process. In the presence of CuÂ(OTf)<sub>2,</sub> 3-alkylation of indole resulted in the formation of 3-propargylic
indole, which could be further converted into 2-iodo-1,4-dihydrocyclopentaÂ[<i>b</i>]Âindoles in the presence of <i>N</i>-iodosuccinimide
and boron trifluoride etherate. Possible mechanisms related to the
3-alkenylation or 3-alkylation of indole and their extension to the
formation of 3,4-dihydrocyclopentaÂ[<i>b</i>]Âindoles or 1,4-dihydrocyclopentaÂ[<i>b</i>]Âindoles are postulated and discussed
3‑Alkenylation or 3‑Alkylation of Indole with Propargylic Alcohols: Construction of 3,4-Dihydrocyclopenta[<i>b</i>]indole and 1,4-Dihydrocyclopenta[<i>b</i>]indole in the Presence of Different Catalysts
No full text3-Alkenylation or 3-alkylation of indole with propargylic
alcohols could be efficiently controlled by the catalyst. In the presence
of triflic acid, 3-alkenylation of indole occurred and a 3,4-dihydrocyclopentaÂ[<i>b</i>]Âindole skeleton was effectively constructed in moderate
to excellent yields via a cascade process. In the presence of CuÂ(OTf)<sub>2,</sub> 3-alkylation of indole resulted in the formation of 3-propargylic
indole, which could be further converted into 2-iodo-1,4-dihydrocyclopentaÂ[<i>b</i>]Âindoles in the presence of <i>N</i>-iodosuccinimide
and boron trifluoride etherate. Possible mechanisms related to the
3-alkenylation or 3-alkylation of indole and their extension to the
formation of 3,4-dihydrocyclopentaÂ[<i>b</i>]Âindoles or 1,4-dihydrocyclopentaÂ[<i>b</i>]Âindoles are postulated and discussed
3‑Alkenylation or 3‑Alkylation of Indole with Propargylic Alcohols: Construction of 3,4-Dihydrocyclopenta[<i>b</i>]indole and 1,4-Dihydrocyclopenta[<i>b</i>]indole in the Presence of Different Catalysts
No full text3-Alkenylation or 3-alkylation of indole with propargylic
alcohols could be efficiently controlled by the catalyst. In the presence
of triflic acid, 3-alkenylation of indole occurred and a 3,4-dihydrocyclopentaÂ[<i>b</i>]Âindole skeleton was effectively constructed in moderate
to excellent yields via a cascade process. In the presence of CuÂ(OTf)<sub>2,</sub> 3-alkylation of indole resulted in the formation of 3-propargylic
indole, which could be further converted into 2-iodo-1,4-dihydrocyclopentaÂ[<i>b</i>]Âindoles in the presence of <i>N</i>-iodosuccinimide
and boron trifluoride etherate. Possible mechanisms related to the
3-alkenylation or 3-alkylation of indole and their extension to the
formation of 3,4-dihydrocyclopentaÂ[<i>b</i>]Âindoles or 1,4-dihydrocyclopentaÂ[<i>b</i>]Âindoles are postulated and discussed
Lewis Acid Catalyzed Cascade Reaction of 3‑(2-Benzenesulfonamide)propargylic Alcohols to Spiro[indene-benzosultam]s
No full textA highly efficient and convenient
construction of the spiroÂ[indene-benzosultam]
skeleton from propargylic alcohols has been developed. The reaction
proceeded in a Lewis acid catalyzed cascade process, including the
trapping of allene carbocation with sulfonamide, electrophilic cyclization,
and intramolecular Friedel–Crafts alkylation. In the presence
of NIS or NBS, iodo/bromo-substituted spiroÂ[indene-benzosultam]Âs could
be prepared in excellent yields
3‑Alkenylation or 3‑Alkylation of Indole with Propargylic Alcohols: Construction of 3,4-Dihydrocyclopenta[<i>b</i>]indole and 1,4-Dihydrocyclopenta[<i>b</i>]indole in the Presence of Different Catalysts
No full text3-Alkenylation or 3-alkylation of indole with propargylic
alcohols could be efficiently controlled by the catalyst. In the presence
of triflic acid, 3-alkenylation of indole occurred and a 3,4-dihydrocyclopentaÂ[<i>b</i>]Âindole skeleton was effectively constructed in moderate
to excellent yields via a cascade process. In the presence of CuÂ(OTf)<sub>2,</sub> 3-alkylation of indole resulted in the formation of 3-propargylic
indole, which could be further converted into 2-iodo-1,4-dihydrocyclopentaÂ[<i>b</i>]Âindoles in the presence of <i>N</i>-iodosuccinimide
and boron trifluoride etherate. Possible mechanisms related to the
3-alkenylation or 3-alkylation of indole and their extension to the
formation of 3,4-dihydrocyclopentaÂ[<i>b</i>]Âindoles or 1,4-dihydrocyclopentaÂ[<i>b</i>]Âindoles are postulated and discussed
3‑Alkenylation or 3‑Alkylation of Indole with Propargylic Alcohols: Construction of 3,4-Dihydrocyclopenta[<i>b</i>]indole and 1,4-Dihydrocyclopenta[<i>b</i>]indole in the Presence of Different Catalysts
No full text3-Alkenylation or 3-alkylation of indole with propargylic
alcohols could be efficiently controlled by the catalyst. In the presence
of triflic acid, 3-alkenylation of indole occurred and a 3,4-dihydrocyclopentaÂ[<i>b</i>]Âindole skeleton was effectively constructed in moderate
to excellent yields via a cascade process. In the presence of CuÂ(OTf)<sub>2,</sub> 3-alkylation of indole resulted in the formation of 3-propargylic
indole, which could be further converted into 2-iodo-1,4-dihydrocyclopentaÂ[<i>b</i>]Âindoles in the presence of <i>N</i>-iodosuccinimide
and boron trifluoride etherate. Possible mechanisms related to the
3-alkenylation or 3-alkylation of indole and their extension to the
formation of 3,4-dihydrocyclopentaÂ[<i>b</i>]Âindoles or 1,4-dihydrocyclopentaÂ[<i>b</i>]Âindoles are postulated and discussed
