Copper(I)‐Catalyzed [3+2] Cycloaddition/Ring‐Opening Rearrangement/[4+2] Cycloaddition/Aromatization Cascade: An Unprecedented Chemo‐ and Stereoselective Three Component Coupling of Sulfonyl Azide, Alkyne and  N ‐Arylidenepyridin‐2‐ amine to Pyrido[1,2‐ a ]pyrimidin‐4‐imine | Zendy

Namitharan Kayambu | Zendy; Pitchumani Kasi | Zendy

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Copper(I)‐Catalyzed [3+2] Cycloaddition/Ring‐Opening Rearrangement/[4+2] Cycloaddition/Aromatization Cascade: An Unprecedented Chemo‐ and Stereoselective Three Component Coupling of Sulfonyl Azide, Alkyne and N ‐Arylidenepyridin‐2‐ amine to Pyrido[1,2‐ a ]pyrimidin‐4‐imine

Author(s) -

Namitharan Kayambu,

Pitchumani Kasi

Publication year - 2013

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201200654

Subject(s) - cycloaddition , chemistry , aromatization , sulfonyl , stereoselectivity , alkyne , catalysis , azide , ring (chemistry) , medicinal chemistry , combinatorial chemistry , organic chemistry , alkyl

A novel synthetic protocol for the one‐pot chemo‐ and stereoselective construction of diversely functionalized pyrido[1,2‐ a ]pyrimidin‐4‐imines via copper(I)‐catalyzed [3+2] cycloaddition/ring‐opening rearrangement/[4+2] cycloaddition/aromatization cascade of sulfonyl azides, alkynes and N ‐arylidenepyridin‐2‐amines under mild reaction conditions is reported. In addition, the catalytic activity of copper(I)‐modified zeolite, a recyclable, heterogeneous catalyst is also investigated, which gives improved yield compared to its homogeneous equivalents.

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