Recent synthetic methodologies for imidazo[1,5-a]pyridines and related heterocycles

被引：26

作者：

Ramana Reddy, Mittapalli ^{[1
]}

Darapaneni, Chandra Mohan ^{[2
]}

Patil, Rajendra D. ^{[3
]}

Kumari, Harshita ^{[1
]}

机构：

[1] Univ Cincinnati, James L Winkle Coll Pharm, Cincinnati, OH 45267 USA

[2] Paraza Pharma Inc, Montreal, PQ H4S 2E1, Canada

[3] Moolji Jaitha Coll, Sch Chem Sci, Jalgaon 425001, Maharashtra, India

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2022年 / 20卷 / 17期

关键词：

CATALYZED DENITROGENATIVE TRANSANNULATION; AEROBIC OXIDATIVE AMINATION; ONE-POT SYNTHESIS; C-H AMINATION; C(SP(3))-H BONDS; EFFICIENT SYNTHESIS; CARBENE LIGANDS; HIGHLY POTENT; AMINO-ACIDS; CYCLIZATION;

D O I：

10.1039/d2ob00386d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Imidazo[1,5-a]pyridine is a significant structural component of a large number of agrochemicals and pharmaceuticals. The synthesis of imidazo[1,5-a]pyridine has been a subject of intense research for numerous decades. A large number of transformations are now available to conveniently access imidazo[1,5-a]pyridine from readily available starting materials. This review details the recent development in imidazo[1,5-a]pyridine construction involving cyclocondensation, cycloaddition, oxidative cyclization, and transannulation reactions.

引用

页码：3440 / 3468

页数：29

共 109 条

[11] FADROZOLE HYDROCHLORIDE - A POTENT, SELECTIVE, NONSTEROIDAL INHIBITOR OF AROMATASE FOR THE TREATMENT OF ESTROGEN-DEPENDENT DISEASE [J].

BROWNE, LJ ;

GUDE, C ;

RODRIGUEZ, H ;

STEELE, RE ;

BHATNAGER, A .

JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (02) :725-736

[12] Design, Synthesis, and Biological Evaluation of Imidazo[1,5-a]quinoline as Highly Potent Ligands of Central Benzodiazepine Receptors [J].

Cappelli, Andrea ;

Anzini, Maurizio ;

Castriconi, Federica ;

Grisci, Giorgio ;

Paolino, Marco ;

Braile, Carlo ;

Valenti, Salvatore ;

Giuliani, Germano ;

Vomero, Salvatore ;

Di Capua, Angela ;

Betti, Laura ;

Giannaccini, Gino ;

Lucacchini, Antonio ;

Ghelardini, Carla ;

Mannelli, Lorenzo Di Cesare ;

Frosini, Maria ;

Ricci, Lorenzo ;

Giorgi, Gianluca ;

Mascia, Maria Paola ;

Biggio, Giovanni .

JOURNAL OF MEDICINAL CHEMISTRY, 2016, 59 (07) :3353-3372

[13] Synthesis of 1,3-Disubstituted Imidazo[1,5-a]pyridines through Oxidative C-N Bond Formation from Aryl-2-pyridylmethanols and Their Fluorescent Study [J].

Chandrasekar, Selvaraj ;

Sangeetha, Subramani ;

Sekar, Govindasamy .

CHEMISTRYSELECT, 2019, 4 (19) :5651-5655

[14] Transition-Metal-Catalyzed Denitrogenative Transannulation: Converting Triazoles into Other Heterocyclic Systems [J].

Chattopadhyay, Buddhadeb ;

Gevorgyan, Vladimir .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (04) :862-872

[15] Metal-Mediated Controllable Creation of Secondary, Tertiary, and Quaternary Carbon Centers: A Powerful Strategy for the Synthesis of Iron, Cobalt, and Copper Complexes with in Situ Generated Substituted 1-Pyridineimidazo[1,5-a]pyridine Ligands [J].

Chen, Yanmei ;

Li, Lei ;

Chen, Zhou ;

Liu, Yonglu ;

Hu, Hailiang ;

Chen, Wenqian ;

Liu, Wei ;

Li, Yahong ;

Lei, Tao ;

Cao, Yanyuan ;

Kang, Zhenghui ;

Lin, Miaoshui ;

Li, Wu .

INORGANIC CHEMISTRY, 2012, 51 (18) :9705-9713

[16] Approaches for the introduction of fluorinated substituents into [1,2,3]Triazolo[1,5-a]pyridines [J].

Chiassai, Leonardo ;

Adam, Rosa ;

Drechslerova, Marcela ;

Ballesteros, Rafael ;

Abarca, Belen .

JOURNAL OF FLUORINE CHEMISTRY, 2014, 164 :44-50

[17]

Chinna A.S.P., 2020, ORGANOMETALLICS, V39, P247

[18] Rh-catalyzed transannulation of pyridotriazoles with alkynes and nitriles [J].

Chuprakov, Stepan ;

Hwang, Frank W. ;

Gevorgyan, Vladimir .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (25) :4757-4759

[19] A one-pot synthesis of imidazo[1,5-a]pyridines [J].

Crawforth, James M. ;

Paoletti, Melissa .

TETRAHEDRON LETTERS, 2009, 50 (34) :4916-4918

[20] CARDIOTONIC AGENTS .1. NOVEL 8-ARYL-SUBSTITUTED IMIDAZO[1,2-A] AND [1,5-A]PYRIDINES AND IMIDAZO[1,5-A]PYRIDINONES AS POTENTIAL POSITIVE INOTROPIC AGENTS [J].

DAVEY, D ;

ERHARDT, PW ;

LUMMA, WC ;

WIGGINS, J ;

SULLIVAN, M ;

PANG, D ;

CANTOR, E .

JOURNAL OF MEDICINAL CHEMISTRY, 1987, 30 (08) :1337-1342

← 1 2 3 4 5 6 7 8 9 10 →