Synthesis of imidazo[1,2-a]pyridines a ]pyridines via cobalt/iodine-catalyzed Ortoleva-King type approach

被引：0

作者：

Saranya, Padinjare Veetil ^{[1
]}

Philip, Rose Mary ^{[1
]}

Anilkumar, Gopinathan ^{[1
,2
]}

机构：

[1] Mahatma Gandhi Univ, Sch Chem Sci, P D Hills P O, Kottayam 686560, Kerala, India

[2] Mahatma Gandhi Univ, Inst Integrated Programs & Res Basic Sci IIRBS, P D Hills P O, Kottayam 686560, Kerala, India

来源：

TETRAHEDRON LETTERS | 2024年 / 146卷

关键词：

Cobalt; Iodine; Ortoleva-King type; Zolimidine; Imidazo [1,2-a]pyridine; C-H FUNCTIONALIZATION; ACCESS; 2-AMINOPYRIDINES; PYRIDINES;

D O I：

10.1016/j.tetlet.2024.155188

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Ortoleva-King type reaction of 2-aminopyridines with easily available aromatic ketones by dual catalytic system of cobalt and iodine in chlorobenzene was proposed. The reaction made use of the in situ formation of alpha-halo ketones from aromatic ketones and molecular iodine. An array of functional groups were tolerated in this strategy to allow the synthesis of variously substituted imidazo[1,2-a]pyridines a ]pyridines in moderate to good yields. Furthermore, this procedure was effectively used for the synthesis of zolimidine, a medicine that is sold as an anti-ulcer agent.

引用

页数：4

共 50 条

[41] IMMUNOMODULATORY PYRROLO[1,2-A]IMIDAZOLES AND IMIDAZO[1,2-A]PYRIDINES
MURRAY, RJ
LOCH, JT
DAVIDSON, TA
RADOV, LA
GAWLAK, DL
KAMP, D
TRUSSO, LA
[J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1986, 192 : 81 - MEDI
[42] SYNTHESES OF SUBSTITUTED IMIDAZO[1,2-A]PYRIDINES VIA YLIDELIKE INTERMEDIATES
PAUDLER, WW
SHIN, HG
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1968, 33 (04): : 1638 - &
[43] Solid-phase synthesis of imidazol[1,2-a]pyridines and imidazo[1,2-a]pyrimidines
El Kazzouli, S
Berteina-Raboin, S
Mouaddib, A
Guillaumet, G
[J]. TETRAHEDRON LETTERS, 2003, 44 (33) : 6265 - 6267
[44] Palladium-catalyzed dehydrogenative annulation of imidazo[1,2-a]pyridines with diarylalkynes
Ghosh, Monoranjan
Naskar, Aswini
Mishra, Subhajit
Hajra, Alakananda
[J]. TETRAHEDRON LETTERS, 2015, 56 (27) : 4101 - 4104
[45] Microwave synthesis of triterpenoid-annulated imidazo[1,2-a]pyridines
Mikhail S. Denisov
Yuliya А. Beloglazova
Vladimir А. Glushkov
[J]. Chemistry of Heterocyclic Compounds, 2022, 58 : 319 - 323
[46] Synthesis of Imidazo[1,2-a]pyridines and Pyrido[1,2-a]pyrimidines in Water and their SNAr Cyclizations
Chanu, Langpoklakpam Gellina
Singh, Thokchom Prasanta
Jang, Yong Ju
Yoon, Yong-Jin
Singh, Okram Mukherjee
Lee, Sang-Gyeong
[J]. BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2014, 35 (04): : 994 - 1000
[47] Synthesis and Biological Evaluation of some new Imidazo[1,2-a]pyridines
Cesur, Zafer
Cesur, Nesrin
Birteksoz, Seher
Otuk, Guelten
[J]. ACTA CHIMICA SLOVENICA, 2010, 57 (02) : 355 - 362
[48] Synthesis and antiproliferative activity evaluation of steroidal imidazo [1,2-a]pyridines
Rassokhina, Irina V.
Volkova, Yulia A.
Kozlov, Andrey S.
Scherbakov, Alexander M.
Andreeva, Olga E.
Shirinian, Valerik Z.
Zavarzin, Igor V.
[J]. STEROIDS, 2016, 113 : 29 - 37
[49] Synthesis of novel imidazo[1,2-a] pyridines and evaluation of their antifungal activities
Goktas, Fusun
Cesur, Nesrin
Satana, Dilek
Uzun, Meltem
[J]. TURKISH JOURNAL OF CHEMISTRY, 2014, 38 (04) : 581 - 591
[50] Regioselective palladium-catalyzed arylation and heteroarylation of imidazo[1,2-a]pyridines
Koubachi, Jamal
El Kazzouli, Said
Berteina-Raboin, Sabine
Mouaddib, Abderrahim
Guillaumet, Gerald
[J]. SYNLETT, 2006, (19) : 3237 - 3242

← 1 2 3 4 5 →