931002-48-1

Upstream product

• 578-66-5 8-amino quinoline 
• 56876-09-6 N-phthaloyl-O-methyltyrosine 
• 696-62-8 para-iodoanisole 
• 79-03-8 propionyl chloride 

Downstream Products

• 1453491-64-9 3-(4-methoxyphenyl)-3-phenyl-N-(quinolin-8-yl)propanamide 
• 1514926-99-8 1-(8-quinolinyl)-4-(4-methoxyphenyl)-azetidinone 
• 1319744-12-1 3-(4-methoxyphenyl)-N-(8-quinolinyl)-5-(triisopropylsilyl)-4-pentynamide 

Relevant academic research and scientific papers

Directing Group Participated Benzylic C(sp3)-H/C(sp2)-H Cross-Dehydrogenative Coupling (CDC): Synthesis of Azapolycycles

An efficient method to construct azapolycycles via directing group participated benzylic C(sp3)-H/C(sp2)-H cross-dehydrogenative coupling reactions is described. The reaction proceeded through a palladium catalyzed C(sp3)-H activation followed by coupling with a C(sp2)-H bond of quinoline to afford the azapolycyclic compounds. The reaction works with a broad substrate scope affording the products in moderate to good yields with excellent diastereoselectivities. Control experiments further supported the proposed mechanism.

Multicomponent reaction comprising one-pot installation of bidentate directing group and Pd(II)-catalyzed direct β-arylation of C(sp3)[sbnd]H bond of aliphatic and alicyclic carboxamides

In this paper, we report a step-economical one-pot multicomponent reaction protocol comprising the installation of the bidentate directing group (auxiliary) followed by Pd(II)-catalyzed sp3C[sbnd]H activation and β-arylation of various aliphatic/alicyclic carboxamides. Accordingly, the reaction of a mixture of an aliphatic/alicyclic acid chloride, bidentate directing auxiliary (e.g., 8-aminoquinoline) and an aryl iodide in the presence of the Pd(OAc)2catalyst and Ag2CO3additive directly afforded the corresponding β-C[sbnd]H-arylated N-(quinolin-8-yl)carboxamide derivative. To demonstrate the efficiency of the process, various bidentate directing auxiliaries were used and 8-Aminoquinoline was found to be the best directing group for accomplishing the one-pot Pd(II)-catalyzed, sp3C[sbnd]H activation and β-arylation of aliphatic/alicyclic carboxamides. A variety of aliphatic/alicyclic acid chlorides and aryl iodides were used as the substrates and several β-C[sbnd]H arylated carboxamide derivatives were synthesized in moderate to high yields via the multicomponent reaction strategy.