NIS/CHP-mediated reaction of isocyanides with hydrazones: access to aminopyrazoles

作者：Zhu, Tong-Hao^*; Wei, Tian-Qi; Wang, Shun-Yi; Ji, Shun-Jun

来源：Organic Chemistry Frontiers, 2015, 2(3): 259-264.

DOI：10.1039/c4qo00289j

• C BOND FORMATION
• CATALYZED INTERMOLECULAR AMIDATION
• UNACTIVATED C(SP(3))-H BONDS
• ONE-POT SYNTHESIS
• EFFICIENT SYNTHESIS
• N-TOSYLHYDRAZONES
• SIMPLE ALKANES
• H ACTIVATION
• METAL-FREE
• BETA,GAMMA-UNSATURATED HYDRAZONES

A NIS/CHP-mediated [4 + 1]-cycloaddition of isocyanides with 1,2-diaza-1,3-dienes generated in situ from hydrazones under metal-free conditions has been developed. This protocol provides a new, atom efficient and step efficient way to construct aminopyrazoles in good to excellent yields via formation of new C-C/C-N bonds, utilizing a catalytic amount of NIS in the presence of CHP.

• 出版日期2015
• 单位苏州大学