New synthesis of 2H-3,1-benzoxazine derivatives: Zinc chloride-catalyzed cyclocondensation of 2-amino-5-nitrobenzonitrile with aldehydes under microwave conditions

被引：7

作者：

Li, JR ^{[1
]}

Ma, SL ^{[1
]}

Sun, YJ ^{[1
]}

Zhao, JM ^{[1
]}

Zhou, ZM ^{[1
]}

机构：

[1] Beijing Inst Technol, Sch Chem Engn & Environm, Beijing 100081, Peoples R China

来源：

SYNTHETIC COMMUNICATIONS | 2006年 / 36卷 / 11期

关键词：

aldehyde; 2-amino-5-nitrobenzonitrile; cyclocondensation; microwave irradiation; synthesis;

D O I：

10.1080/00397910600588801

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2H-3,1-Benzoxazine derivatives were prepared in good yields from 2-amino-5-nitrobenzonitrile and aldehydes in the presence of anhydrous zinc chloride under microwave irradiation conditions.

引用

页码：1537 / 1542

页数：6

共 14 条

[1]

Ambramovitch RA, 1991, ORG PREP P INT, V23, P683

[2] Reagents for organic synthesis: Use of organostannyl oxides as catalytic neutral agents in the preparation of nitriles from primary amides under microwave irradiation [J].

Bose, DS ;

Jayalakshmi, B .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (05) :1713-1714

[3] RING CHAIN TAUTOMERISM IN 1,3-OXAZINES [J].

FULOP, F ;

PIHLAJA, K ;

MATTINEN, J ;

BERNATH, G .

JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (17) :3821-3825

[4]

GROMACHEVSKAYA EV, 2002, Patent No. 2195457

[5]

Honnami T., 1999, JP Patent, Patent No. 11097011

[6] 2-substituted 2,3-dihydro-4H-1,3-benzoxazin-4-ones: Novel auxiliaries for stereoselective synthesis of 1-beta-methylcarbapenems [J].

Kondo, K ;

Seki, M ;

Kuroda, T ;

Yamanaka, T ;

Iwasaki, T .

JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (09) :2877-2884

[7] 2-SUBSTITUTED 2,3-DIHYDRO-4H-1,3-BENZOXAZIN-4-ONES - A NOVEL AUXILIARY FOR STEREOSELECTIVE SYNTHESIS OF 1-BETA-METHYLCARBAPENEMS [J].

KONDO, K ;

SEKI, M ;

KURODA, T ;

YAMANAKA, T ;

IWASAKI, T .

JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (05) :1096-1097

[8] Microwave assisted organic synthesis -: a review [J].

Lidström, P ;

Tierney, J ;

Wathey, B ;

Westman, J .

TETRAHEDRON, 2001, 57 (45) :9225-9283

[9]

LIGANT PHARM INC AM, 2000, Patent No. 0066165

[10] A tentative rationalization of microwave effects in organic synthesis according to the reaction medium, and mechanistic considerations [J].

Perreux, L ;

Loupy, A .

TETRAHEDRON, 2001, 57 (45) :9199-9223

← 1 2 →