Additive-Free Construction of Tetrahydropyrimidine Skeleton by using 1,3,5-Triazinane as Four-Atom Synthon

被引：3

作者：

Rong, Lanlan ^{[1
,2
]}

Ma, Jingwen ^{[1
,2
]}

Lai, Chenru ^{[1
,2
]}

Han, Shihong ^{[1
,2
]}

Liao, Junzhao ^{[1
,2
]}

Liu, Chenwu ^{[1
,2
]}

Li, Xiaoning ^{[1
,2
]}

Huang, Jiuzhong ^{[1
,2
]}

机构：

[1] Gannan Med Univ, Key Lab Prevent & Treatment Cardiovasc & Cerebrova, Minist Educ, Ganzhou 341000, Peoples R China

[2] Gannan Med Univ, Sch Pharm, Ganzhou 341000, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 89卷 / 13期

基金：

中国国家自然科学基金;

关键词：

1,2,3,4-TETRAHYDROPYRIMIDINE;

D O I：

10.1021/acs.joc.4c00801

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Herein, an unprecedented [4 + 2] cycloaddition of enaminone with 1,3,5-triazinane has been developed. The representative semihydrogenated aromatic heterocycle 1,2,3,4-tetrahydropyrimidines have been synthesized with a broad substrate scope, demonstrating potential antitumor activity. This approach has been smoothly conducted under additive-free and environmentally friendly conditions that are compatible with various functional groups. Furthermore, the condition optimization process reveals that the tetrahydropyrimidine product is regulated via the reaction temperature.

引用

页码：9496 / 9501

页数：6

共 4 条

[1] 1H NMR for quantifying sulfide trapping efficiency by using 1,3,5-tris(2-hydroxyethyl)-1,3,5-triazinane
Canuto, Andre V. S.
Echevarria, Aurea
MAGNETIC RESONANCE IN CHEMISTRY, 2014, 52 (07) : 353 - 357
[2] Pore collapse, shear bands, and hotspots using atomistics-consistent continuum models for RDX (1,3,5-trinitro-1,3,5-triazinane): Comparison with molecular dynamics calculations
Herrin, Jacob
Tow, Garrett
Brennan, John
Larentzos, James
Picu, Catalin R.
Udaykumar, H. S.
JOURNAL OF APPLIED PHYSICS, 2024, 136 (13)
[3] Metal- and additive-free direct C3-aminomethylation of imidazo[1,2-a] pyridines with 1,3,5-triazinanes
Feng, Zongbo
Deng, Lin
Wei, Jianwei
Wu, Yingqi
Jiang, Zhimin
Wang, Yuanxiang
TETRAHEDRON LETTERS, 2022, 97
[4] Metal- and Additive-Free One-Pot Synthesis of 2,3,5-Trisubstituted 1,3,4-Thiadiazines Using β-Ketodithioesters and 2-Bromohydrazones through a Cross-Coupling/Cyclization Cascade
Singh, Malkeet
Singh, Saurabh
Shukla, Gaurav
Singh, Maya Shankar
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2024, 27 (46)

← 1 →