A facile synthesis of simple alkaloids -: synthesis of 2,3-polymethylene-4(3H)-quinazolinones and related alkaloids

被引：103

作者：

Lee, ES ^{[1
]}

Park, JG ^{[1
]}

Jahng, Y ^{[1
]}

机构：

[1] Yeungnam Univ, Coll Pharm, Kyongsan 712749, South Korea

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 09期

关键词：

D O I：

10.1016/S0040-4039(03)00080-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient procedure for preparation of the simple alkaloids, 2,3-polymethylene-4(3H)-quinazolinones, luotonin A, tryptanthrin, and rutaecarpine has been established by the reaction of lactam-HCI salts with POCl3 followed by cyclization with methyl anthranilate. (C) 2003 Published by Elsevier Science Ltd.

引用

页码：1883 / 1886

页数：4

共 45 条

[11] A new synthesis of the cytotoxic alkaloid Luotonine A [J].

Dallavalle, S ;

Merlini, L .

TETRAHEDRON LETTERS, 2002, 43 (10) :1835-1837

[12] NEW REACTIONS OF DEOXYVASICINONE .4. [J].

DUNN, AD ;

KINNEAR, KI .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1986, 23 (01) :53-57

[13] Synthesis of novel carbopolycycles and heterocycles. 41. Synthesis of optically active vasicinone based on intramolecular aza-Wittig reaction and asymmetric oxidation [J].

Eguchi, S ;

Suzuki, T ;

Okawa, T ;

Matsushita, Y ;

Yashima, E ;

Okamoto, Y .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (21) :7316-7319

[14]

FIEDLER E, 1976, ARCH MICROBIOL, V107, P349

[15] 6,7,8,9-TETRAHYDROPYRIDOQUINAZOLINES A NEW CLASS OF ALKALOIDS FROM MACKINLAYA SPECIES (ARALIACEAE) [J].

FITZGERALD, JS ;

JOHNS, SR ;

LAMBERTON, JA ;

REDCLIFFE, AH .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1966, 19 (01) :151-+

[16]

Friedlander P, 1915, BER, V48, P1841

[17] ISOLATION OF ANTIFUNGAL PRINCIPLE TRYPTANTHRIN, FROM STROBILANTHES-CUSIA KUNTZE,O. [J].

HONDA, G ;

TABATA, M .

PLANTA MEDICA, 1979, 36 (01) :85-86

[18]

JOHNS SR, 1965, CHEM COMMUN, P267

[19] Chemoenzymatic synthesis of pyrrolo[2,1-b]quinazolinones:: Lipase-catalyzed resolution of vasicinone [J].

Kamal, A ;

Ramana, KV ;

Rao, MV .

JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (03) :997-1001

[20] IMINOKETENE CYCLOADDITION .2. TOTAL SYNTHESES OF ARBORINE, GLYCOSMININE, AND RUTECARPINE BY CONDENSATION OF IMINOKETENE WITH AMIDES [J].

KAMETANI, T ;

VANLOC, C ;

HIGA, T ;

KOIZUMI, M ;

IHARA, M ;

FUKUMOTO, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (07) :2306-2309

← 1 2 3 4 5 →