Convenient synthesis of substituted 3-alkenylpyrazolo[1,5-α]pyrimidines via Heck cross-coupling reaction

被引：24

作者：

Yin, LX ^{[1
]}

Liebscher, E ^{[1
]}

机构：

[1] Humboldt Univ, Inst Chem, D-12489 Berlin, Germany

来源：

SYNTHESIS-STUTTGART | 2004年 / 14期

关键词：

heterocycles; pyrazolo[1,5-alpha]pyrimidines; iodination; Heck reaction;

D O I：

10.1055/s-2004-831189

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

3-Iodopyrazolo[1,5-a]pyrimidines 3 were easily obtained by direct iodination of pyrazolo[1,5-a]pyrimidines 2 with NIS and could be transformed into a series of new substituted 3-alkenyl-pyrazolo[1,5-a]pyrimidines 5 by Heck cross-coupling.

引用

页码：2329 / 2334

页数：6

共 28 条

[11]

KALININ VN, 1991, SYNTHESIS-STUTTGART, P413

[12]

Karanik M, 2003, SYNTHESIS-STUTTGART, P1201

[13] 3-HALO-5,7-DIMETHYLPYRAZOLO[1,5-A]PYRIMIDINES, A NON-BENZODIAZEPINOID CLASS OF ANTI-ANXIETY AGENTS DEVOID OF POTENTIATION OF CENTRAL NERVOUS-SYSTEM DEPRESSANT EFFECTS OF ETHANOL OR BARBITURATES [J].

KIRKPATRICK, WE ;

OKABE, T ;

HILLYARD, IW ;

ROBINS, RK ;

DREN, AT ;

NOVINSON, T .

JOURNAL OF MEDICINAL CHEMISTRY, 1977, 20 (03) :386-393

[14]

Krasovsky AL, 2002, SYNTHESIS-STUTTGART, P133

[15] Palladium-copper catalyzed synthesis of benzofused heterocycles with two heteroatoms:: Novel and highly regio- and stereoselective syntheses of (E)-2-(2-arylvinyl)-3-tosyl-2,3-dihydro-1,3-benzothiazoles and (E)-2-alkyl(aryl)idene-3,4-dihydro-2H-1,4-benzothiazines [J].

Kundu, NG ;

Nandi, B .

JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (13) :4563-4575

[16]

Li J. J., 2000, PALLADIUM HETEROCYCL

[17] A SIMPLE SYNTHESIS OF BETA-CHLOROCINNAMONITRILES BY A MODIFIED VILSMEIER-HAACK-ARNOLD-REACTION [J].

LIEBSCHER, J ;

NEUMANN, B ;

HARTMANN, H .

JOURNAL FUR PRAKTISCHE CHEMIE, 1983, 325 (06) :915-918

[18] 3-SUBSTITUTED 5,7-DIMETHYLPYRAZOLO[1,5-A]PYRIMIDINES, 3',5'-CYCLIC-AMP PHOSPHODIESTERASE INHIBITORS .1. [J].

NOVINSON, T ;

HANSON, R ;

DIMMITT, MK ;

SIMON, LN ;

ROBINS, RK ;

OBRIEN, DE .

JOURNAL OF MEDICINAL CHEMISTRY, 1974, 17 (06) :645-648

[19] NOVEL HETEROCYCLIC NITROFURFURAL HYDRAZONES - INVIVO ANTI-TRYPANOSOMAL ACTIVITY [J].

NOVINSON, T ;

BHOOSHAN, B ;

OKABE, T ;

REVANKAR, GR ;

ROBINS, RK ;

SENGA, K ;

WILSON, HR .

JOURNAL OF MEDICINAL CHEMISTRY, 1976, 19 (04) :512-516

[20]

Nugent RA, 1996, PHOSPHORUS SULFUR, V109, P229

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