A Mild and Regiospecific Synthesis of Pyrazoleboranes. Issue 22 (29th March 2017)

• Record Type: Journal Article
• Authors: Brown, Andrew W.; Comas‐Barceló, Júlia; Harrity, Joseph P. A.
• Is Part Of: Chemistry. Volume 23:Issue 22(2017)
• Page Start: 5228
• Page End: 5231
• Publication Date: 2017-03-29
• Subjects: alkynylborane -- cycloaddition -- pyrazole -- regioselective -- sydnone; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201701019
• Languages: English
• ISSNs: 0947-6539

Abstract

Abstract: Alkynylboranes show unprecedented reactivity in their [4+2] cycloaddition of sydnones offering access to fully substituted pyrazoles within a few hours at room temperature. This method delivers synthetically valuable pyrazoleboranes with complete control of regioselectivity, and these intermediates can be further elaborated through functionalization of the C−B bond. Abstract : Go direct ! Alkynylboranes show unprecedented reactivity in their [4+2] cycloaddition of sydnones offering access to fully substituted pyrazoles within a few hours at room temperature. This method delivers synthetically valuable pyrazoleboranes with complete control of regioselectivity, and these intermediates can be further elaborated through functionalization of the C−B bond.