Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 356, Issue 5, Pages 972-976Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201301009
Keywords
alkynes; oxidative coupling; pyrazolo[1; 2-a]cinnolines; pyrazolones; rhodium
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Funding
- Chinese National Sciences Foundation [81125021, 81373277]
- National Science & Technology Major Project on Key New Drug Creation and Manufacturing Program, China [2012ZX09103-101-035, 2012ZX09301001-001]
- Interdisciplinary Cooperation Team Program for Science and Technology Innovation (CAS)
- State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica [SIMM1302KF-08]
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An efficient synthetic strategy for the unique class of pyrazolo[1,2-a]cinnolines was developed through a rhodium-catalyzed oxidative coupling of N-aryl-1H-pyrazol-5(4H)-ones with internal alkynes. This protocol features use of the pyrazolone function in the substrate as an intrinsic directing group, hexafluoroisopropyl alcohol (HFIP) as the solvent, and mild reaction conditions as well as a wide substrate scope.
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