108715-11-3Relevant articles and documents
Iodine-catalysed Bohlmann-Rahtz cyclodehydration reactions
Bagley, Mark C.,Glover, Christian,Chevis, Duncan
, p. 649 - 651 (2005)
The cyclodehydration of Bohlmann-Rahtz aminodienones is catalysed by iodine in ethanol at room temperature to give 2,3,6-trisubstituted pyridines in excellent yield, with total regiocontrol and without the need for chromatographic purification.
Novel arylpyridine-based 1,3,4-oxadiazoles: Synthesis, antibacterial, and anti-inflammatory evaluation
Padejjar Vasantha, Sowmya,Poojary, Boja,Bistuvalli Chandrashekarappa, Revanasiddappa
, p. 638 - 650 (2019)
In view of developing novel bioactive compounds, a series of 2-(5-[2-methyl-6-arylpyridin-3-yl]-1,3,4-oxadiazol-2-ylthio)-1-arylethanones (6a–n) were designed and synthesized in good yield. Novel compounds were evaluated for their antibacterial and anti-i
A new mild method for the one-pot synthesis of pyridines
Xiong, Xin,Bagley, Mark C.,Chapaneri, Krishna
, p. 6121 - 6124 (2004)
Polysubstituted pyridines are prepared in good yield and with total regiocontrol by the one-pot reaction of an alkynone, 1,3-dicarbonyl compound and ammonium acetate in alcoholic solvents. This new three-component heteroannulation reaction proceeds under mild conditions in the absence of an additional acid catalyst and has been used in the synthesis of dimethyl sulfomycinamate, the acidic methanolysis degradation product of the sulfomycin family of thiopeptide antibiotics.
One-pot synthesis of pyridines or pyrimidines by tandem oxidation-heteroannulation of propargylic alcohols
Bagley, Mark C.,Hughes, David D.,Sabo, Halima M.,Taylor, Paul H.,Xiong, Xin
, p. 1443 - 1446 (2003)
Pyridines and pyrimidines are prepared in a single step from propargylic alcohols by in situ oxidation with o-iodoxybenzoic acid or manganese dioxide and reaction with enamines or amidines, respectively, under either thermal or microwave-assisted conditions in a new one-pot tandem oxidation-heteroannulation procedure. The reaction of a β-ketoester, propargylic alcohol and ammonium acetate, with in situ oxidation, constitutes a highly facile three-component reaction for the synthesis of pyridines that accomplishes four distinct synthetic operations in one-pot, good yield and with total regiocontrol.
Consecutive three- and four-component coupling-Bagley-Bohlmann-Rahtz syntheses of tri- and tetrasubstituted pyridines
Dohe, Janis,Müller, Thomas J. J.
, p. 705 - 718 (2016/07/06)
The concatenation of the modified Sonogashira alkynone synthesis and the Bagley-Bohlmann-Rahtz pyridine synthesis gives novel consecutive three- and four-component coupling-Bagley-Bohlmann-Rahtz (cBBR) syntheses of tri- and tetrasubstituted pyridines in a one-pot fashion. With these processes 15 differently substituted 3-ethoxycarbonyl 2-methylpyridines can be readily obtained in modest to moderate yields.
