A versatile synthesis of 2,4-substituted oxazoles

被引：24

作者：

Chudasama, Vijay ^{[1
]}

Wilden, Jonathan D. ^{[1
]}

机构：

[1] UCL, Christopher Ingold Labs, London WC1H 0AJ, England

来源：

CHEMICAL COMMUNICATIONS | 2008年 / 32期

基金：

英国工程与自然科学研究理事会;

关键词：

D O I：

10.1039/b805430d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A variety of five-membered ring oxazoles have been synthesised with complete regiocontrol and without the requirement for ring oxidation via a reaction sequence based on a vinyl sulfonamide template.

引用

页码：3768 / 3770

页数：3

共 21 条

[1] Physical properties and field-effect transistors based on novel thiazolothiazole/heterocyclic and thiazolothiazole/phenylene co-oligomers [J].

Ando, S ;

Nishida, J ;

Fujiwara, E ;

Tada, H ;

Inoue, Y ;

Tokito, S ;

Yamashita, Y .

SYNTHETIC METALS, 2006, 156 (2-4) :327-331

[2] Novel fluoropeptidomimetics: synthesis, stability studies and protease inhibition [J].

Annedi, SC ;

Majumder, K ;

Wei, LH ;

Oyiliagu, CE ;

Samson, S ;

Kotra, LP .

BIOORGANIC & MEDICINAL CHEMISTRY, 2005, 13 (08) :2943-2958

[3] Heck vinylations using vinyl sulfide, vinyl sulfoxide, vinyl sulfone, or vinyl sulfonate derivatives and aryl bromides catalyzed by a palladium complex derived from a tetraphosphine [J].

Battace, Ahmed ;

Zair, Touriya ;

Doucet, Henri ;

Santelli, Maurice .

SYNTHESIS-STUTTGART, 2006, 20 (20) :3495-3505

[4] Observations on the reactivity of pentafluorophenyl sulfonate esters [J].

Caddick, S ;

Wilden, JD ;

Judd, DB .

CHEMICAL COMMUNICATIONS, 2005, (21) :2727-2728

[5] Synthesis of functionalised sulfonamides via microwave assisted displacement of PFP-sulfonates with amines [J].

Caddick, S ;

Wilden, JD ;

Bush, HD ;

Judd, DB .

QSAR & COMBINATORIAL SCIENCE, 2004, 23 (10) :902-905

[6] A new route to sulfonamides via intermolecular radical addition to pentafluorophenyl vinylsulfonate and subsequent aminolysis [J].

Caddick, S ;

Wilden, JD ;

Bush, HD ;

Wadman, SN ;

Judd, DB .

ORGANIC LETTERS, 2002, 4 (15) :2549-2551

[7]

Czarnik AW, 1996, ACCOUNTS CHEM RES, V29, P112, DOI 10.1021/ar950256n

[8] Discovery of S-[5-amino-1-(4-fluorophenyl)-1H-pyrazol-4-yl]-[3-(2,3-dihydroxypropoxy)phenyl]methanone (RO3201195), an orally bioavailable and highly selective inhibitor of p38 map kinase [J].

Goldstein, DM ;

Alfredson, T ;

Bertrand, J ;

Browner, MF ;

Clifford, K ;

Dalrymple, SA ;

Dunn, J ;

Freire-Moar, J ;

Harris, S ;

Labadie, SS ;

La Fargue, J ;

Lapierre, JM ;

Larrabee, S ;

Li, FJ ;

Papp, E ;

McWeeney, D ;

Ramesha, C ;

Roberts, R ;

Rotstein, D ;

San Pablo, B ;

Sjogren, EB ;

So, OY ;

Talamas, FX ;

Tao, W ;

Trejo, A ;

Villasenor, A ;

Welch, M ;

Welch, T ;

Weller, P ;

Whiteley, PE ;

Young, K ;

Zipfel, S .

JOURNAL OF MEDICINAL CHEMISTRY, 2006, 49 (05) :1562-1575

[9] Synthesis and structure-activity relationships in a series of ethenesulfonamide derivatives, a novel class of endothelin receptor antagonists [J].

Harada, H ;

Kazami, J ;

Watanuki, S ;

Tsuzuki, R ;

Sudoh, K ;

Fujimori, A ;

Tokunaga, T ;

Tanaka, A ;

Tsukamoto, S ;

Yanagisawa, I .

CHEMICAL & PHARMACEUTICAL BULLETIN, 2001, 49 (12) :1593-1603

[10] PALLADIUM-CATALYZED SYNTHESIS OF N-BENZOYL-2-ARYLETHENESULFONAMIDES FROM [2-(BENZOYLSULFAMOYL)ETHYL]PYRIDINIUM CHLORIDE AND ARYL HALIDES [J].

HIROOKA, S ;

TANBO, Y ;

TAKEMURA, K ;

NAKAHASHI, H ;

MATSUOKA, T ;

KURODA, S .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1991, 64 (04) :1431-1433

← 1 2 3 →