Divergent and Regioselective Synthesis of Pyrazolo[1,5-a]pyridines and Imidazo[1,5-a]pyridines

Katrina M. Mennie; Michael H. Reutershan; Catherine White; Bruce Adams; Bridget Becker; James Deng; Jason D. Katz; Elisabeth LaBlue; Kaila Margrey; Josep Sauri

doi:10.1021/acs.orglett.1c01431

Divergent and Regioselective Synthesis of Pyrazolo[1,5-a]pyridines and Imidazo[1,5-a]pyridines

Katrina M. Mennie, Michael H. Reutershan, Catherine White, Bruce Adams, Bridget Becker, James Deng, Jason D. Katz, Elisabeth LaBlue, Kaila Margrey, Josep Sauri

Producció científica: Article en revista indexada › Article › Avaluat per experts

12 Cites (Scopus)

Resum

Nitrogenous heterocycles are ubiquitous in pharmaceuticals and drug-like compounds; however, regioselective synthesis has proved challenging. Herein we report our efforts to develop a regioselective method for the synthesis of pyrazolo[1,5-a]pyridines and the serendipitous discovery of a protocol for the regioselective formation of imidazo[1,5-a]pyridines. Together, these transformations allow for the rapid and selective formation of two important heterocyclic motifs from a common intermediate.

Idioma original	Anglès
Pàgines (de-a)	4694-4698
Nombre de pàgines	5
Revista	Organic Letters
Volum	23
Número	12
Data online anticipada	de maig 2021
DOIs	https://doi.org/10.1021/acs.orglett.1c01431
Estat de la publicació	Publicada - 18 de juny 2021
Publicat externament	Sí

Accés al document

10.1021/acs.orglett.1c01431

Altres arxius i enllaços

Enllaç a la publicació de WoS

Com citar-ho

@article{11dae79eebd64e28932642cc9ad0d648,

title = "Divergent and Regioselective Synthesis of Pyrazolo[1,5-a]pyridines and Imidazo[1,5-a]pyridines",

abstract = "Nitrogenous heterocycles are ubiquitous in pharmaceuticals and drug-like compounds; however, regioselective synthesis has proved challenging. Herein we report our efforts to develop a regioselective method for the synthesis of pyrazolo[1,5-a]pyridines and the serendipitous discovery of a protocol for the regioselective formation of imidazo[1,5-a]pyridines. Together, these transformations allow for the rapid and selective formation of two important heterocyclic motifs from a common intermediate.",

keywords = "Discovery, Design, Potent, Derivatives, Antagonists, Inhibitors",

author = "Mennie, {Katrina M.} and Reutershan, {Michael H.} and Catherine White and Bruce Adams and Bridget Becker and James Deng and Katz, {Jason D.} and Elisabeth LaBlue and Kaila Margrey and Josep Sauri",

year = "2021",

month = jun,

day = "18",

doi = "10.1021/acs.orglett.1c01431",

language = "English",

volume = "23",

pages = "4694--4698",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "12",

}

TY - JOUR

T1 - Divergent and Regioselective Synthesis of Pyrazolo[1,5-a]pyridines and Imidazo[1,5-a]pyridines

AU - Mennie, Katrina M.

AU - Reutershan, Michael H.

AU - White, Catherine

AU - Adams, Bruce

AU - Becker, Bridget

AU - Deng, James

AU - Katz, Jason D.

AU - LaBlue, Elisabeth

AU - Margrey, Kaila

AU - Sauri, Josep

PY - 2021/6/18

Y1 - 2021/6/18

N2 - Nitrogenous heterocycles are ubiquitous in pharmaceuticals and drug-like compounds; however, regioselective synthesis has proved challenging. Herein we report our efforts to develop a regioselective method for the synthesis of pyrazolo[1,5-a]pyridines and the serendipitous discovery of a protocol for the regioselective formation of imidazo[1,5-a]pyridines. Together, these transformations allow for the rapid and selective formation of two important heterocyclic motifs from a common intermediate.

AB - Nitrogenous heterocycles are ubiquitous in pharmaceuticals and drug-like compounds; however, regioselective synthesis has proved challenging. Herein we report our efforts to develop a regioselective method for the synthesis of pyrazolo[1,5-a]pyridines and the serendipitous discovery of a protocol for the regioselective formation of imidazo[1,5-a]pyridines. Together, these transformations allow for the rapid and selective formation of two important heterocyclic motifs from a common intermediate.

KW - Discovery

KW - Design

KW - Potent

KW - Derivatives

KW - Antagonists

KW - Inhibitors

UR - https://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=pure_univeritat_ramon_llull&SrcAuth=WosAPI&KeyUT=WOS:000664333200037&DestLinkType=FullRecord&DestApp=WOS_CPL

U2 - 10.1021/acs.orglett.1c01431

DO - 10.1021/acs.orglett.1c01431

M3 - Article

C2 - 34037404

SN - 1523-7060

VL - 23

SP - 4694

EP - 4698

JO - Organic Letters

JF - Organic Letters

IS - 12

ER -

Divergent and Regioselective Synthesis of Pyrazolo[1,5-a]pyridines and Imidazo[1,5-a]pyridines

Resum

Accés al document

Altres arxius i enllaços

Fingerprint

Com citar-ho