We here report a direct ring-opening/semipinacol rearrangement reaction of 4-(1-hydroxycyclobutyl)-1,2,3-triazole,in which N-acyl substituted 1,2,3-triazole was generated in situ and would trigger thermo-dynamically c...We here report a direct ring-opening/semipinacol rearrangement reaction of 4-(1-hydroxycyclobutyl)-1,2,3-triazole,in which N-acyl substituted 1,2,3-triazole was generated in situ and would trigger thermo-dynamically controlled electrocyclization ring-opening to afford a rearrangement precursor(α-diazo-ol).This strategy avoided the usage of metal catalysts and the reservation of sulfonyl groups on the N^(1)-posi-tion of 1,2,3-triazole.The final cycloenaminone product is highly reactive and could be commonly used as a dinucleophilic acceptor to synthesize structurally diverse fused bicyclic products.展开更多
基金This work was supported by the NSFC(Grant 21772019)the Venture and Innovation Support Program for Chongqing Overseas Returnees(cx2019007 and cx2020047)。
文摘We here report a direct ring-opening/semipinacol rearrangement reaction of 4-(1-hydroxycyclobutyl)-1,2,3-triazole,in which N-acyl substituted 1,2,3-triazole was generated in situ and would trigger thermo-dynamically controlled electrocyclization ring-opening to afford a rearrangement precursor(α-diazo-ol).This strategy avoided the usage of metal catalysts and the reservation of sulfonyl groups on the N^(1)-posi-tion of 1,2,3-triazole.The final cycloenaminone product is highly reactive and could be commonly used as a dinucleophilic acceptor to synthesize structurally diverse fused bicyclic products.
