Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5788579 | Science Bulletin | 2017 | 4 Pages |
A novel 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU)-mediated formal cycloaddition of β,γ-alkenyl esters with p-tolylsulfonylazide (p-TsN3) for the synthesis of 3,5-disubstituted pyrazoles has been developed. The reaction proceeded through diazotization of β,γ-alkenyl esters sequential with thermodynamic cyclization. p-Tolylsulfonylazide played a role as a source of two-nitrogen synthons. The reaction employs readily available starting materials, tolerates a wide range of functional groups, and proceeds under mild conditions.
Graphical abstractAn efficient DBU-mediated formal [3+2] cycloaddition of β,γ-alkenyl esters with p-tolylsulfonylazide (p-TsN3) for the synthesis of 3,5-disubstituted pyrazoles has been developed.Download high-res image (73KB)Download full-size image