Ontology highlight
ABSTRACT:
SUBMITTER: Dimirjian CA
PROVIDER: S-EPMC6955098 | biostudies-literature | 2019 Sep
REPOSITORIES: biostudies-literature
Dimirjian Christine A CA Castiñeira Reis Marta M Balmond Edward I EI Turman Nolan C NC Rodriguez Elys P EP Di Maso Michael J MJ Fettinger James C JC Tantillo Dean J DJ Shaw Jared T JT
Organic letters 20190905 18
The formation of fused pyrazoles via intramolecular 1,3-dipolar cycloadditions of diazo intermediates with pendant alkynes is described. A subsequent thermal [1s, 5s] sigmatropic shift of these pyrazole systems resulted in a ring contraction, forming spirocyclic pyrazoles. The limitations of this rearrangement were explored by changing the substituents on the nonmigrating aromatic ring and by using substrates lacking an aromatic linkage to the propargyl group. ...[more]