Stereoselective Synthesis of Multifunctional Spirooxindole-Dihydrofuran Derivatives

被引：4

作者：

Azimi, Razieh ^{[1
]}

Baharfar, Robabeh ^{[2
]}

Bagheri, Hashem ^{[2
]}

机构：

[1] Agr Res Educ & Extens Org AREEO, Res Inst Forests & Rangelands, Tehran, Iran

[2] Univ Mazandaran, Fac Chem, Babolsar, Iran

来源：

POLYCYCLIC AROMATIC COMPOUNDS | 2022年 / 42卷 / 08期

关键词：

Isatin; multicomponent reaction; multifunctional spirooxindole-dihydrofurans; stereoselective synthesis; POT MULTICOMPONENT SYNTHESIS; DIASTEREOSELECTIVE SYNTHESIS; EFFICIENT; ANTIOXIDANT; DESIGN; YLIDES; SBA-15; DABCO;

D O I：

10.1080/10406638.2021.1933106

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A facile and efficient protocol for the diastereoselective synthesis of novel spirooxindole-dihydrofurans has been developed by the three-component condensation of isatin derivatives, 3-cyanoacetyl indole, and N-phenacylpyridinium bromide in the presence of triethylamine base. The reaction was carried out in ethanol under reflux conditions, and various dihydrofuranyl spirooxindoles were obtained in high yields with good to excellent stereoselectivity.

引用

页码：5272 / 5281

页数：10

共 50 条

[21] Recent investigations in the synthesis of spirooxindole derivatives by Iranian researchers
Leila Youseftabar-Miri
Hamide Hosseinjani-Pirdehi
Ahmad Akrami
Sara Hallajian
[J]. Journal of the Iranian Chemical Society, 2020, 17 : 2179 - 2231
[22] Recent investigations in the synthesis of spirooxindole derivatives by Iranian researchers
Youseftabar-Miri, Leila
Hosseinjani-Pirdehi, Hamide
Akrami, Ahmad
Hallajian, Sara
[J]. JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2020, 17 (09) : 2179 - 2231
[23] SYNTHESIS OF 3-SPIROOXINDOLE DERIVATIVES .4. CONVERSION OF 3-SPIROOXINDOLE TO INDOLE DERIVATIVE
OISHI, T
MAENO, S
BAN, Y
[J]. CHEMICAL & PHARMACEUTICAL BULLETIN, 1963, 11 (09) : 1195 - +
[24] STEREOSELECTIVE SYNTHESIS OF TAXOL DERIVATIVES
BLECHERT, S
MULLER, R
BEITZEL, M
[J]. TETRAHEDRON, 1992, 48 (34) : 6953 - 6964
[25] AcOH catalyzed three-component synthesis of spirooxindole derivatives
Yang, Peng Hui
Qu, Cheng Tun
Wang, Wen Zhen
[J]. RESEARCH ON CHEMICAL INTERMEDIATES, 2013, 39 (02) : 463 - 468
[26] Stereoselective Synthesis of Phosphoryl Derivatives
Durst, H. D.
Rohrbaugh, D. K.
Munavalli, S.
[J]. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2009, 184 (11) : 2902 - 2909
[27] STEREOSELECTIVE SYNTHESIS OF CYCLOPENTANONE DERIVATIVES
KOKSAL, Y
OSTERTHUN, V
WINTERFELDT, E
[J]. LIEBIGS ANNALEN DER CHEMIE, 1979, (09): : 1300 - 1308
[28] STEREOSELECTIVE SYNTHESIS OF BROMOHOMOALLYLIC DERIVATIVES
SANTELLI, C
[J]. TETRAHEDRON LETTERS, 1979, (13) : 1165 - 1168
[29] STEREOSELECTIVE SYNTHESIS OF TAXANE DERIVATIVES
NEH, H
KUHLING, A
BLECHERT, S
[J]. HELVETICA CHIMICA ACTA, 1989, 72 (01) : 101 - 109
[30] AcOH catalyzed three-component synthesis of spirooxindole derivatives
Peng Hui Yang
Cheng Tun Qu
Wen Zhen Wang
[J]. Research on Chemical Intermediates, 2013, 39 : 463 - 468

← 1 2 3 4 5 →