264625-65-2

Upstream product

• 35905-85-2 2-bromonicotinic acid 
• 52718-95-3 2-bromonicotinic acid methyl ester 
• 42330-59-6 (2-chloropyrid-3-yl)methanol 
• 98-80-6 phenylboronic acid 
• 94446-97-6 2-bromo-3-bromomethylpyridine 
• 131747-54-1 (2-bromopyrid-3-yl)methanol 
• 3430-17-9 2-bromo-3-picoline 
• 264625-60-7 (2-bromo-3-pyridinyl)methyl diphenylphosphinate 

Downstream Products

• 1802-36-4 3-phenyl-1-(3-pyridinyl)-1-propanone 
• 53940-02-6 (E)-3-phenyl-1-(pyridin-3-yl)prop-2-en-1-one 
• 3882-46-0 5H-indeno[1,2-b]pyridin-5-one 
• 147936-62-7 3-(chloromethyl)-2-phenylpyridine 

Relevant academic research and scientific papers

Scope of regioselective Suzuki reactions in the synthesis of arylpyridines and benzylpyridines and subsequent intramolecular cyclizations to azafluorenes and azafluorenones

The current investigation on regioselective Suzuki reactions of 2,3-dihalopyridines and 2-halo-3-halomethylpyridines yielded the unexplored synthesis of arylpyridines and benzylpyridines bearing synthetic handles for further functionalization. Indeed, the scope of intramolecular cyclizations of arylpyridines and benzylpyridines prepared in this study for the synthesis of azafluorenes and azafluorenones has been investigated.

Scope of Successive C-H Functionalizations of the Methyl Group in 3-Picolines: Intramolecular Carbonylation of Arenes to the Metal-Free Synthesis of 4-Azafluorenones

A transition-metal-free, t-BuOOH mediated intramolecular carbonylation of arenes in 2-aryl-3-picolines via oxidative C-H functionalizations of the methyl group has been developed, providing an expedient synthesis of 4-azafluorenones. Distinct from the current literature wherein methylarenes have been used as acylating agents, 2-aryl-3-picolines in this study are transformed into aldehydes, which give 4-azafluorenones upon rapid intramolecular acylation. The study demonstrates the first example of intramolecular carbonylation of arenes utilizing a methyl group as latent carbonyl functionality.

Design, synthesis, and structure-activity relationships of 3,4,5-trisubstituted 4,5-dihydro-1,2,4-oxadiazoles as TGR5 agonists

Given its role in the mediation of energy and glucose homeostasis, the G-protein-coupled bile acid receptor1 (TGR5) is considered a potential target for the treatment of type2 diabetes mellitus and other metabolic disorders. By thorough analysis of diverse structures of published TGR5 agonists, a hypothetical ligand-based pharmacophore model was built, and a new class of potent TGR5 agonists, based on the novel 3,4,5-trisubstituted 4,5-dihydro-1,2,4-oxadiazole core, was discovered by rational design. Three distinct synthetic methods for constructing 4,5-dihydro-1,2,4-oxadiazoles and extensive structure-activity relationship studies are reported herein. Compound (R)-54n, the structure of which was determined by single-crystal X-ray diffraction and quantum chemical solid-state TDDFT-ECD calculations, showed the best potency, with an EC50 value of 1.4nM toward hTGR5. Its favorable properties invitro warrant further investigation.

Synthesis of biaryls by intramolecular radical transfer in phosphinates

Phosphinates 20a-35a give biaryls 20b-35b on heating with stannanes in the presence of AIBN. The process involves a radical ipso substitution on the migrating aryl ring.

Synthesis of biaryls by intramolecular radical transfer: Use of phosphinates

Phosphinates 4a-13a give biaryls 4b-13b on heating with stannanes in the presence of a radical initiator. (C) 2000 Elsevier Science Ltd.