N-Chlorosuccinimide Mediated Regioselective Sulfenylation and Halogenation of 4H-Pyrido[1,2-a]pyrimidin-4-ones at Room Temperature

被引：3

作者：

Prajapati, Vaibhav D. ^{[1
]}

Prajapati, Ronak V. ^{[1
]}

Purohit, Vishal B. ^{[2
]}

Avalani, Jemin R. ^{[3
]}

Sapariya, Nirav H. ^{[4
]}

Kamani, Ronak D. ^{[1
]}

Karad, Sharad C. ^{[1
]}

Raval, Dipak K. ^{[1
]}

机构：

[1] Sardar Patel Univ Vallabh Vidyanagar, Dept Chem, Vallabh Vidyanagar 388120, Gujarat, India

[2] Lodz Univ Technol, Int Ctr Res Innovat Biobased Mat ICRI BioM Int Res, Zeromskiego 116, PL-90924 Lodz, Poland

[3] Shri AN Patel PG Inst Sci & Res, Anand 388001, Gujarat, India

[4] MB Patel Sci Coll, Anand 388001, Gujarat, India

来源：

CHEMISTRYSELECT | 2022年 / 7卷 / 47期

关键词：

Halogenation; N-chlorosuccinimide (NCS); Pyrido [1; 2-a]pyrimidin-4-one; Regioselectivity; Sulfenylation; DERIVATIVES; INHIBITORS; OXIDATION;

D O I：

10.1002/slct.202204126

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A simple and efficient strategy for N-chlorosuccinimide mediated regioselective C-H sulfenylation and halogenation of 4H-pyrido[1,2-a]pyrimidin-4-ones has been established at room temperature using aryl thiols and phenyliodine(III) diacetate (PIDA) respectively. This methodology tolerated a broad variety of functional groups to obtain structurally diverse sulfenyl and halogenated 4H-pyrido[1,2-a]pyrimidin-4-one derivatives under mild conditions. It delivered a range of products which can serve as the key precursors for the synthesis of complex products relevant to pharmaceutical applications.

引用

下载

页数：9

共 50 条

[31] SYNTHESIS AND REACTIONS OF 2,3-CYCLOALKYLENE-4 H-PYRIDO[1,2-A] PYRIMIDIN-4-ONES
BERNATH, G
FULOP, F
HERMECZ, I
MESZAROS, Z
TOTH, G
MAGYAR KEMIAI FOLYOIRAT, 1981, 87 (07): : 293 - 301
[32] Solvent-Free Synthesis of 4H-Pyrido[1,2-a]pyrimidin-4-ones Catalyzed by BiCl3: A Green Route to a Privileged Backbone
Roslan, Irwan I.
Lim, Qiu-Xuan
Han, Aijuan
Chuah, Gaik-Khuan
Jaenicke, Stephan
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 2015 (11) : 2351 - 2355
[33] REACTION OF AROMATIC-ALDEHYDES WITH METHYL-SUBSTITUTED 4H-PYRIDO[1,2-ALPHA]PYRIMIDIN-4-ONES
YALE, HL
SPITZMILLER, ER
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1976, 13 (04) : 869 - 871
[34] Heterogeneous Cu/OMS-2 as an efficient catalyst for the synthesis of tetrasubstituted 1,4-enediones and 4H-pyrido[1,2-a]-pyrimidin-4-ones
Zhang, Jinqi
Meng, Xu
Yu, Chaoying
Chen, Gexin
Zhao, Peiqing
RSC ADVANCES, 2015, 5 (106): : 87221 - 87227
[35] A "neat" synthesis of substituted 2-hydroxy-pyrido[1,2-a]pyrimidin-4-ones
Gaube, Gregory
Mutter, James
Leitch, David C.
CANADIAN JOURNAL OF CHEMISTRY, 2024, 102 (04) : 206 - 213
[36] NITROGEN BRIDGEHEAD COMPOUNDS .51. AUTOXIDATION OF 9-AMINOTETRAHYDRO-4H-PYRIDO[1,2-A]PYRIMIDIN-4-ONES - SYNTHESIS AND STEREOCHEMISTRY OF 9-AMINO AND 9-HYDROXY-6,7-DIHYDRO-4H-PYRIDO[1,2-A]-PYRIMIDIN-4-ONES
BREINING, T
HERMECZ, I
PODANYI, B
SESSI, J
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1985, 22 (05) : 1253 - 1259
[37] SYNTHESIS OF SOME SUBSTITUTED PYRIDO[1,2-A]PYRIMIDIN-4-ONES AND 1,8-NAPHTHYRIDINES
FERRARINI, PL
MORI, C
LIVI, O
BIAGI, G
MARINI, AM
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1983, 20 (04) : 1053 - 1057
[38] SYNTHESIS OF DERIVATIVES OF PYRAZINO[1,2-A]PYRIMIDIN-4-ONES
DENNIN, F
BLONDEAU, D
SLIWA, H
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1990, 27 (06) : 1639 - 1643
[39] 2,6-SUBSTITUTED, 2,7-DI-SUBSTITUTED, AND 2,7,9-TRISUBSTITUTED 4H-PYRIDO[1,2-A]PYRIMIDIN-4-ONES
YALE, HL
SPITZMILLER, ER
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1977, 174 (SEP): : 26 - 26
[40] A new one-step route for the synthesis of fused pyrido[1,2-a]pyrimidin-4-ones
Plaskon, Andrey S.
Ryabukhin, Sergey V.
Volochnyuk, Dmitriy M.
Tolmachev, Andrey A.
SYNTHESIS-STUTTGART, 2008, (07): : 1069 - 1077

← 1 2 3 4 5 →