183241-44-3

Upstream product

• 75-47-8 iodoform 
• 105-07-7 4-cyanobenzaldehyde 
• 75-11-6 diiodomethane 
• 17201-43-3 4-cyanobenzyl bromide 

Downstream Products

• 1219634-54-4 2-(E)-(4-cyanostyryl)-N-benzoyliminopyridinium ylide 
• 57193-97-2 (E)-4-cyano-4'-methoxystilbene 
• 1430206-27-1 (E)-4-(3′,4′-methylenedioxyphenyl)-1-(4-cyanophenyl)but-1-ene 
• 340771-08-6 4-pyrazolo[1,5-a]pyridin-2-ylbenzonitrile 

Relevant academic research and scientific papers

Synthesis of 2- and 2,3-substituted Pyrazolo[1,5- a ]pyridines: Scope and mechanistic considerations of a domino direct alkynylation and cyclization of n -iminopyridinium ylides using alkenyl bromides, alkenyl iodides, and alkynes

Direct functionalization and tandem processes have both received considerable recent interest due to their cost and time efficiency. Herein we report the synthesis of difficult to obtain 2-substituted pyrazolo[1,5-a] pyridines through a tandem palladium-catalyzed/silver-mediated elimination/direct functionalization/cyclization reaction involving N-benzoyliminopyridinium ylides. As such, these biologically important molecules are prepared in an efficient, high-yielding manner, only requiring a two-step sequence from pyridine. Aryl-substituted alkenyl bromides and iodides are effective ylide coupling partners. Mechanistic studies led to the use of terminal alkynes, which extended the scope of the reaction to include alkyl substitution on the unsaturated reactive site. The optimization, scope, and mechanistic considerations of the process are discussed.

Copper-catalyzed direct alkenylation of N-iminopyridinium ylides

(Figure Presented) A versatile Cu-catalyzed direct C-H alkenylation of N-iminopyridinium ylides, compatible with several different copper sources (including a penny), provides a powerful and inexpensive method for the synthesis of functionalized pyridine derivatives. Chemoselective functionalization of halide-containing compounds allows the synthesis of alkenyl pyridines containing reactive tethers for further functionalization

Convenient one-pot synthesis of (E)-β-aryl vinyl halides from benzyl bromides and dihalomethanes

(Chemical Equation Presented) (E)-β-Aryl vinyl iodides are synthesized in high yield with excellent stereoselectivity from benzyl bromides by a one-pot homologation/ stereoselective elimination procedure. Convenient conditions involving the anion of diiodomethane and an excess of base provide complete consumption of the benzyl bromide and elimination from a diiodoalkane intermediate. Similar conditions provide (E)-β-aryl vinyl chlorides and bromides by employing the anions of ICH2CI or CH2Br 2. The functional group tolerance and facile purification allows rapid access to a wide range of functionalized vinyl halides.

Synthesis and bladder smooth muscle relaxing properties of substituted 3-amino-4-aryl-(and aralkyl-)cyclobut-3-ene-1,2-diones

We have reported on the design, synthesis, and biological characterization of (R)-4-[3,4-dioxo-2-(1,2,2-trimethyl-propylamino)-cyclobut-1-enylamino]-3- ethyl-benzonitrile (1),1 a novel, potent, and selective adenosine 5′-triphosphate-sensitive