Synthesis of Pyrazolines via (3+2) Cycloaddition of Nitrile Imines and N-Silyl Enamines

  • Yun, Sooyeon
  • Cao, Vinh Do
  • Shin, Sooah
  • Ahn, Byungin
  • Joung, Seewon
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초록

The synthesis of tricyclic fused pyrazolines from N-silyl enamines and nitrile imines is presented. N-Silyl enamines are an emerging class of enamines that can be used as free enamine surrogates. The N-silyl enamines, prepared from readily available isoquinolines, underwent (3+2) cycloaddition with a wide range of nitrile imines to form the corresponding pyrazolines in moderate to good yields. This cascade protocol entailed the in situ utilization of both N-silyl enamine and nitrile imine intermediates.

키워드

N -silyl enaminesB(C6F5)(3)(3+2) cycloadditionpyrazolinesnitrile iminesSITU GENERATED 1,2-DIAZA-1,3-DIENESFORMAL 4+1 CYCLOADDITION1,3-DIPOLAR CYCLOADDITIONENANTIOSELECTIVE SYNTHESISACCESSDIHYDROPYRAZOLES(3+2)-CYCLOADDITIONDIARYLNITRILIMINESSTEREOCHEMISTRYANNULATION
제목
Synthesis of Pyrazolines via (3+2) Cycloaddition of Nitrile Imines and N-Silyl Enamines
저자
Yun, SooyeonCao, Vinh DoShin, SooahAhn, ByunginJoung, Seewon
DOI
10.1055/a-2580-6573
발행일
2025-07
유형
Article
저널명
Synthesis
57
13
페이지
2091 ~ 2100