Regiocontrolled Synthesis of Ring-Fused Thieno[2,3-c]pyrazoles through 1,3-Dipolar Cycloaddition of Nitrile Imines with Sulfur-Based Acetylenes

Regiocontrolled Synthesis of Ring-Fused Thieno[2,3-c]pyrazoles through 1,3-Dipolar Cycloaddition of Nitrile Imines with Sulfur-Based Acetylenes
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DOI:
10.1002/ejoc.201001048
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发表时间:
2010-11-01
影响因子:
2.8
通讯作者:
Franchini, Mauro Comes
Franchini, Mauro Comes
中科院分区:
化学3区
文献类型:
--
作者:
Chandanshive, Jay Zumbar;Bonini, Bianca Flavia;Franchini, Mauro Comes

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研究了 C-羧甲基-N-芳基腈亚胺与带有硫醇或磺基的取代乙炔的 1,3-偶极环加成反应。硫控制反应的区域化学,该方案应用于环稠合噻吩并[2,3-c]吡唑的合成。
1,3-Dipolar cycloadditions of C-carboxymethyl-N-arylnitrile imines with substituted acetylenes bearing thiol or sulfone groups were studied. The sulfur controls the regiochemistry of the reaction, and this protocol was applied to the synthesis of ring-fused thieno[2,3-c]pyrazoles.