855200-24-7

Upstream product

• 855200-21-4 N,N-diethyl-5-(3-chlorophenyl)-2-pentynamide 
• 19158-51-1 P-toluenesulfonyl cyanide 
• 536-74-3 phenylacetylene 
• 851854-07-4 1-chloro-3-(4,4-dibromobut-3-en-1-yl)benzene 
• 22991-03-3 3-(3-chlorophenyl)propanol 
• 2373-88-8 ethyl (E)-3-(3-chlorophenyl)prop-2-enoate 
• 136415-83-3 3-(3-chlorophenyl)propanal 

Downstream Products

• 855200-30-5 3-[2-(3-chlorophenyl)ethyl]-2-[hydroxy(1-methylpiperidin-4-yl)methyl]-5-phenylpyridine 
• 156073-08-4 3-[2-(3-chlorophenyl)ethyl]-5-phenylpyridin-2-yl 1-methylpiperidin-4-yl ketone 
• 855200-27-0 3-[2-(3-chlorophenyl)ethyl]-5-phenyl-2-pyridinecarboxaldehyde 

Relevant academic research and scientific papers

One-pot synthesis of metalated pyridines from two acetylenes, a nitrile, and a titanium(II) alkoxide

Four-component coupling process involving two acetylenes, a nitrile, and a divalent titanium alkoxide reagent, Ti(O-i-Pr)4/2i-PrMgCl, directly yielded titanated pyridines in a highly selective manner. The reaction can be classified into four categories: (i) a combination of an internal acetylene, a terminal acetylene, sulfonylnitrile, and the titanium reagent to yield α-titanated pyridines, (ii) a combination of an internal acetylene, a (sulfonylamino)acetylene, a nitrile, and the titanium reagent to yield alternative α-titanated pyridines, (iii) a combination of an internal acetylene, a (sulfonylamino)acetylene, a nitrile, and the titanium reagent to yield titanated aminopyridines, and (iv) a combination of an acetylenic amide, a terminal acetylene, a nitrile, and the titanium reagent to yield pyridineamides with their side chain titanated. Some of these reactions enabled virtually completely regioselective coupling of two different, unsymmetrical acetylenes and a nitrile to form a single pyridine. Synthetic applications of these reactions have been illustrated in the preparation of optically active pyridines and medicinally useful compounds.