A divergent approach to the synthesis of 3-substituted-2-pyrazolines: Suzuki cross-coupling of 3-sulfonyloxy-2-pyrazolines.
The efficient Suzuki cross-coupling of pyrazoline nonaflates with organoboron reagents was achieved to afford diverse 3-substituted-2-pyrazolines in excellent yield. The nonaflates displayed improved reactivity over the corresponding triflates and smoothly coupled to a variety of aryl- and heteroarylboronic acids. This process and its broad scope constitute a rapid, divergent strategy for the synthesis of elaborated 2-pyrazolines that are not readily obtained via conventional methods.
Grimm
Jonathan B
JB
Department of Chemistry, Merck Research Laboratories, Boston, Massachusetts 02115, USA. jonathan_grimm@merck.com
Wilson
Kevin J
KJ
Witter
David J
DJ
D007700:Kinetics; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000737:chemistry*; D013451:Sulfonic Acids / Q000737:chemistry*
D011720:Pyrazoles; D013451:Sulfonic Acids; C031280:pyrazole