scholarly journals ortho-Naphthoquinone-catalyzed aerobic oxidation of amines to fused pyrimidin-4(3H)-ones: a convergent synthetic route to bouchardatine and sildenafil

RSC Advances ◽  
2020 ◽  
Vol 10 (52) ◽  
pp. 31101-31105 ◽  
Author(s):  
Kyeongha Kim ◽  
Hun Young Kim ◽  
Kyungsoo Oh
Keyword(s):  
Aerobic Oxidation ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Synthetic Route ◽  
Cross Coupling Reactions

Fused pyrimidin-4(3H)-one derivatives have been accessed by using the ortho-naphthoquinone-catalyzed aerobic cross-coupling reactions of amines.

scholarly journals Concise, Gram-Scale Synthesis of Furo[2,3-B]pyridines, with Functional Handles for Chemoselective Cross-Coupling

2020 ◽  
Author(s):  
Sean O'Byrne ◽  
Benjamin J. Eduful ◽  
Timothy M. Willson ◽  
David Drewry
Keyword(s):  
Cross Coupling ◽  
Scaling Up ◽  
Easy Access ◽  
Coupling Reactions ◽  
Synthetic Route ◽  
The Core ◽  
Cross Coupling Reactions ◽  
Sar Studies ◽  
Structure Activity ◽  
One Step

<p>A concise 4-step synthesis of furo[2,3-b]pyridines, with handles in the 3 and 5 positions for palladium mediated cross-coupling reactions, is described. The synthetic route has been optimized, with only one step requiring purification by column chromatography. The route is amenable to scaling-up and was successfully executed on a multi-gram scale. Furopyridines are of growing interest in medicinal chemistry, and this route should enable easy access to the core for structure-activity relationship (SAR) studies.</p>

scholarly journals Concise, Gram-Scale Synthesis of Furo[2,3-B]pyridines, with Functional Handles for Chemoselective Cross-Coupling

2020 ◽  
Author(s):  
Sean O'Byrne ◽  
Benjamin J. Eduful ◽  
Timothy M. Willson ◽  
David Drewry
Keyword(s):  
Cross Coupling ◽  
Scaling Up ◽  
Easy Access ◽  
Coupling Reactions ◽  
Synthetic Route ◽  
The Core ◽  
Cross Coupling Reactions ◽  
Sar Studies ◽  
Structure Activity ◽  
One Step

<p>A concise 4-step synthesis of furo[2,3-b]pyridines, with handles in the 3 and 5 positions for palladium mediated cross-coupling reactions, is described. The synthetic route has been optimized, with only one step requiring purification by column chromatography. The route is amenable to scaling-up and was successfully executed on a multi-gram scale. Furopyridines are of growing interest in medicinal chemistry, and this route should enable easy access to the core for structure-activity relationship (SAR) studies.</p>

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