Synthesis of 2H-1,4-Benzoxazin-3(4H)-ones via Smiles Rearrangement

被引：0

作者：

Zhou, Jia-Zhou ^{[1
]}

Li, Zhu-Bo ^{[1
]}

Yang, Hao ^{[2
]}

He, Xiao-Yan ^{[1
]}

Wang, Li-Ying ^{[1
]}

Tian, Xiao ^{[1
]}

Lv, Ting Ting ^{[1
]}

Zuo, Hua ^{[1
]}

机构：

[1] Southwest Univ, Coll Pharmaceut Sci, Chongqing 400715, Peoples R China

[2] Southwest Univ, Coll Hort & Landscape Architecture, Chongqing 400715, Peoples R China

来源：

ASIAN JOURNAL OF CHEMISTRY | 2011年 / 23卷 / 07期

基金：

中国国家自然科学基金;

关键词：

Smiles rearrangement; 2H-1,4-Benzoxazin-3(4H)-one; Synthesis; Hindered molecule; DERIVATIVES; DESIGN; INHIBITORS;

D O I：

暂无

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An efficient synthetic route for novel 2H-1,4-benzoxazin-3(4H)-ones via smiles rearrangement is developed. Reaction of primary amine and chloroacetyl chloride gave 2-chloroacetamide, which reacted with 2-chlorophenol, followed by Smiles rearrangement to obtain a series of new 2H-1,4-benzoxazin-3(4H)-ones (yield 45-90 %).

引用

下载

页码：2947 / 2950

页数：4

共 50 条

[31] 4-Benzyl-7-chloro-2H-1,4-benzoxazin-3(4H)-one
Li, Zhu-Bo
Yang, Hao
Xie, Yong-Sheng
Zhao, Chen-Guang
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2009, 65 : O1019 - U1987
[32] ON THE ADDITION OF SUBSTITUTED 4-HYDROXY-2H-1,4-BENZOXAZIN-3(4H)-ONES TO N-ACYL-TRICHLOROACETALDIMINES
SICKER, D
HARTENSTEIN, H
ZEITSCHRIFT FUR CHEMIE, 1989, 29 (05): : 169 - 170
[33] 7-Chloro-4-phenethyl-2H-1,4-benzoxazin-3(4H)-one
Chen, Ming-Jun
Yang, Hao
Dong, Wen-Liang
Zuo, Hua
Zhou, Jia-Zhou
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2009, 65 : O712 - U1631
[34] DIASTEREOSELECTIVE SYNTHESES OF 2-BETA-D-GLUCOPYRANOSYLOXY-2H-1,4-BENZOXAZIN-3(4H)-ONES FROM GRAMINEAE
HARTENSTEIN, H
VOGT, C
FORTSCH, I
SICKER, D
PHYTOCHEMISTRY, 1995, 38 (05) : 1233 - 1236
[35] Synthesis of 2-Benzylidene and 2-Hetarylmethyl Derivatives of 2H-1,4-Benzoxazin-3-(4H)-ones as Neuroprotecting Agents
Ankati, Haribabu
Akubathini, Shashidhar Kumar
D'Mello, Santosh R.
Biehl, Edward R.
SYNTHETIC COMMUNICATIONS, 2010, 40 (16) : 2364 - 2376
[36] 2H-1,4-BENZOXAZIN-2-ONES
MOFFETT, RB
JOURNAL OF MEDICINAL CHEMISTRY, 1966, 9 (04) : 475 - +
[37] SYNTHESIS AND CENTRAL NERVOUS-SYSTEM ACTIVITY OF 2-ARYLIDENE-4-AMINOALKYL-2H-1,4-BENZOXAZIN-3(4H)-ONES AND RELATED COMPOUNDS
TURK, CF
KRAPCHO, J
MICHEL, IM
WEINRYB, I
JOURNAL OF MEDICINAL CHEMISTRY, 1977, 20 (05) : 729 - 732
[38] Synthesis, Characterization and Antifungal Evaluation of Novel 2H-1,4-Benzoxazin-3(4H)-one Derivatives Linked with a 1,2,3-Triazole Moiety
Jiang, Yuqin
Mao, Longfei
Zhu, Lin
Ren, Baoqi
Li, Wei
Xu, Guiqing
ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 2014, 69 (01): : 103 - 108
[39] Synthesis of benzo[b][1,4]oxazin-3(4H)-ones via smiles rearrangement for antimicrobial activity
Fang, Liang
Zuo, Hua
Li, Zhu-Bo
He, Xiao-Yan
Wang, Li-Ying
Tian, Xiao
Zhao, Bao-Xiang
Miao, Jun-Ying
Shin, Dong-Soo
MEDICINAL CHEMISTRY RESEARCH, 2011, 20 (06) : 670 - 677
[40] Synthesis of benzo[b][1,4]oxazin-3(4H)-ones via smiles rearrangement for antimicrobial activity
Liang Fang
Hua Zuo
Zhu-Bo Li
Xiao-Yan He
Li-Ying Wang
Xiao Tian
Bao-Xiang Zhao
Jun-Ying Miao
Dong-Soo Shin
Medicinal Chemistry Research, 2011, 20 : 670 - 677

← 1 2 3 4 5 →