A new method to synthesize 1,2,4-oxadiazoles by using DMTMM as condensing agent

被引：4

作者：

Wang, Yijie ^{[1
]}

Cheng, Xu ^{[1
]}

Xu, Jing ^{[1
]}

Wang, Lin ^{[1
]}

Zhang, Shouguo ^{[1
]}

Liu, Shuchen ^{[1
]}

Peng, Tao ^{[1
]}

机构：

[1] Beijing Inst Radiat Med, 27 Taiping Rd, Beijing 100850, Peoples R China

来源：

TETRAHEDRON LETTERS | 2023年 / 124卷

关键词：

1; 2; 4-Oxadiazoles; Synthesis; DMTMM; INHIBITORS; DISCOVERY;

D O I：

10.1016/j.tetlet.2023.154590

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

DMTMM was used as condensing agent for synthesis of 1,2,4-oxadiazoles from corresponding carboxylic acids and amidoximes in the mixed solvent of THF and NMP. First, carboxylic acids were activated by DMTMM, and then reacted with amidoximes to convert to O-acylated amidoximes. The unusual solvent system THF-NMP successfully promoted dehydration process of O-acylated amidoximes and 1,2,4-oxa-diazoles were acquired in one-pot. This methodology provides a convenient and facile synthesis of 1,2,4-oxadiazoles with high yield.& COPY; 2023 Elsevier Ltd. All rights reserved.

引用

页数：4

共 50 条

[21] Recent Advances in the Chemistry of 1,2,4-Oxadiazoles
Pace, Andrea
Buscemi, Silvestre
Piccionello, Antonio Palumbo
Pibiri, Ivana
ADVANCES IN HETEROCYCLIC CHEMISTRY, VOL 116, 2015, 116 : 85 - 136
[22] PREPARATION OF STILBENYL DERIVATIVES OF 1,2,4-OXADIAZOLES
BERGER, H
SIEGRIST, AE
HELVETICA CHIMICA ACTA, 1979, 62 (05) : 1411 - 1428
[23] Banana-shaped 1,2,4-oxadiazoles
S. I. Torgova
T. A. Geivandova
O. Francescangeli
A. Strigazzi
Pramana, 2003, 61 : 239 - 248
[24] SYNTHESIS AND PROPERTIES OF HALOGENATED 1,2,4-OXADIAZOLES
ELOY, F
DERYCKER.A
VANOVERS.A
BULLETIN DES SOCIETES CHIMIQUES BELGES, 1969, 78 (1-2): : 47 - &
[25] Tandem Reactions of 1,2,4-Oxadiazoles with Allylamines
Piccionello, Antonio Palumbo
Pace, Andrea
Buscemi, Silvestre
ORGANIC LETTERS, 2011, 13 (17) : 4749 - 4751
[26] A novel synthesis of 1,2,4-oxadiazoles and isoxazoles
Kivrak, Arif
Zora, Metin
TETRAHEDRON, 2014, 70 (04) : 817 - 831
[27] Banana-shaped 1,2,4-oxadiazoles
Torgova, SI
Geivandova, TA
Francescangeli, O
Strigazzi, A
PRAMANA-JOURNAL OF PHYSICS, 2003, 61 (02): : 239 - 248
[28] SYNTHESIS OF UNSUBSTITUTED AND MONOSUBSTITUTED 1,2,4-OXADIAZOLES
ELOY, F
LENAERS, R
MOUSSEBOIS, C
CHEMISTRY & INDUSTRY, 1961, (09) : 292 - 292
[29] NOVEL REARRANGEMENT OF 1,2,4-OXADIAZOLES TO 1,2,4-TRIAZOLINONES
JONES, SS
STAIGER, DB
CHODOSH, DF
JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (10): : 1969 - 1971
[30] SYNTHESIS OF 3-ALKOXYL-1,2,4-OXADIAZOLES AND 3-AMINO-1,2,4-OXADIAZOLES
ELOY, F
VANOVERS.A
CHIMICA E L INDUSTRIA-MILAN, 1969, 4 (01): : 9 - &

← 1 2 3 4 5 →