Reactivity of 3-iodoimidazo[1,2-a]pyridines using a Suzuki-type cross-coupling reaction

被引：102

作者：

Enguehard, C

Renou, JL

Collot, V

Hervet, M

Rault, S

Gueiffier, A

机构：

[1] UFR Sci Pharmaceut, Chim Therapeut Lab, F-37200 Tours, France

[2] Ctr Etud & Rech Medicament Normandie, UFR Sci Pharmaceut, F-14032 Caen, France

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2000年 / 65卷 / 20期

关键词：

D O I：

10.1021/jo000698z

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The influence of base and solvent in Suzuki cross-coupling reaction on various 2-substituted-3-iodbimidazo[1,2-a]pyridines was reported. The reactivity was largely influenced by nature of the substituent. Optimized yields and shortened times of reaction were obtained using strong bases in DME.

引用

页码：6572 / 6575

页数：4

共 27 条

[21] AROMATICITY IN HETEROCYCLIC SYSTEMS .4. SUBSTITUTION REACTIONS OF IMIDAZO[1,2-A]PYRIDINE AND RELATED METHYL DERIVATIVES [J].

PAOLINI, JP ;

ROBINS, RK .

JOURNAL OF ORGANIC CHEMISTRY, 1965, 30 (12) :4085-&

[22] Synthesis and biological evaluation of 3,4-diaryloxazolones:: A new class of orally active cyclooxygenase-2 inhibitors [J].

Puig, C ;

Crespo, MI ;

Godessart, N ;

Feixas, J ;

Ibarzo, J ;

Jiménez, JM ;

Soca, L ;

Cardelús, I ;

Heredia, A ;

Miralpeix, M ;

Puig, J ;

Beleta, J ;

Huerta, JM ;

López, M ;

Segarra, V ;

Ryder, H ;

Palacios, JM .

JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (02) :214-223

[23] THERMAL CONDENSATION OF IMIDAZOLES WITH CARBONYL COMPOUNDS [J].

ROE, AM .

JOURNAL OF THE CHEMICAL SOCIETY, 1963, (APR) :2195-&

[24]

Saldabol N. O., 1976, CHEM HETEROCYCL COMP, V12, P1155, DOI 10.1007/BF00945605

[25] Anti-inflammatory and upper gastrointestinal effects of celecoxib in rheumatoid arthritis - A randomized controlled trial [J].

Simon, LS ;

Weaver, AL ;

Graham, DY ;

Kivitz, AJ ;

Lipsky, PE ;

Hubbard, RC ;

Isakson, PC ;

Verburg, KM ;

Yu, SS ;

Zhao, WW ;

Geis, GS .

JAMA-JOURNAL OF THE AMERICAN MEDICAL ASSOCIATION, 1999, 282 (20) :1921-1928

[26] 4-[5-methyl-3-phenylisoxazol-4-yl]-benzenesulfonamide, valdecoxib: A potent and selective inhibitor of COX-2 [J].

Talley, JJ ;

Brown, DL ;

Carter, JS ;

Graneto, MJ ;

Koboldt, CM ;

Masferrer, JL ;

Perkins, WE ;

Rogers, RS ;

Shaffer, AF ;

Zhang, YY ;

Zweifel, BS ;

Seibert, K .

JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (05) :775-777

[27]

TENBRINK RE, 1996, Patent No. 25414

← 1 2 3 →