1,3-diketones from acid chlorides and ketones: a rapid and general one-pot synthesis of pyrazoles.
[reaction: see text] 1,3-Diketones were synthesized directly from ketones and acid chlorides and were then converted in situ into pyrazoles by the addition of hydrazine. This method is extremely fast, general, and chemoselective, allowing for the synthesis of previously inaccessible pyrazoles and synthetically demanding pyrazole-containing fused rings.
Heller
Stephen T
ST
Department of Medicinal Chemistry, Merck Research Laboratories, Rahway, New Jersey 07065, USA. stephen_heller@merck.com
Natarajan
Swaminathan R
SR
D002712:Chlorides / Q000737:chemistry*; D020650:Combinatorial Chemistry Techniques; D006834:Hydrazines / Q000737:chemistry; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D011720:Pyrazoles / Q000138:chemical synthesis*
D002712:Chlorides; D006834:Hydrazines; D007659:Ketones; D011720:Pyrazoles; C029424:hydrazine