2-Pyridone Synthesis Using 2-(Phenylsulfinyl)acetamide

Abstract

2-Pyridones were prepared by means of an efficient protocol including the 1,4-addition of 2-(phenylsulfinyl)acetamide to α,β-unsaturated ketones followed by cyclization and sulfoxide elimination.

Isothiourea‐Mediated One‐Pot Synthesis of Functionalized Pyridines

“…Conceptually, an isothiourea-catalyzed reaction of an acetic acid bearing an a-leaving group with a suitably electrondeficient a,b-unsaturated ketimine 1 [9] would result in Michael addition/lactamization with subsequent elimination to form the pyridones 2 (Scheme 1). [10] Subsequent N-to Osulfonyl migration [11] would allow the pyridines 3 to be accessed directly in one pot. Importantly, in this process the activating sulfonyl group on the ketimine would be transformed into a synthetically useful functional handle (the 2sulfonate group) in the resultant pyridines, thus allowing subsequent derivatization into a variety of products.…”

ArCH(OMe)2 - a PtIV-catalyst originator for diverse annulation catalysis

“…The reported synthesis of 2-pyridones includes multistep strategies, microwave and metathesis protocols, the one-pot Blaise reaction, direct synthesis involving the oxidative annulation of α,β-unsaturated amide and ketone, and our recently reported ring opening of chromone aldehydes with tandem cascade cyclisation738. Substituted 2-pyridones are potential candidates for antihepatitis B, antitumor, human rhinovirus (HRV) 3C protease (3CP) inhibitor and noncompetitive antagonist related to epilepsy3940.…”

Synthesis and in vitro anticoagulant activity of 3-(1H-imidazo[4,5-c]pyridin-2-yl)-1,5-diarylpyridin-2(1H)-one derivatives

“…In recent years, a large number of cores have been studied for the inhibition of FVIIa including pyrazinone [7,8], pyridin-2(1H)-one [9], peptide [10][11][12], amidinophenylurea [13], phenylglycine amide [14,15], pyridine [16,17], tetrahydroquinoline [18], and phenol [19][20][21][22][23]. Among these cores, pyridin-2(1H)-one has been found to be able to effectively interact with many biological molecules due to its dual structures of an aromatic ring and an amide [24] and widely used in the design of potent drugs including anticoagulant agents [25][26][27][28][29].…”