Iron (II) catalyzed cyclization of ketoxime acetates with triethyl orthoformate: An easy access to symmetrical pyridines

被引：0

作者：

Satishkumar, Kotyada ^{[1
]}

Lakshmi, Podugu Rajitha ^{[1
]}

Kumari, Yettula ^{[1
]}

Christopher, Voosala ^{[1
]}

Siddaiah, Vidavalur ^{[1
]}

机构：

[1] Andhra Univ, Dept Chem, Visakhapatnam 530003, India

来源：

SYNTHETIC COMMUNICATIONS | 2024年 / 54卷 / 23期

关键词：

Symmetrical pyridines; ketoxime acetates; triethyl orthoformate; FeCl2; N-O bond cleavage; C1 carbon source; OXIME ACETATES; ANNULATION; COPPER;

D O I：

10.1080/00397911.2024.2421364

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple and efficient iron (II) catalyzed approach to the synthesis of symmetrical pyridines has been demonstrated using ketoxime acetates and triethyl orthoformate in DMF at 120 degrees C under nitrogen environment. In this strategy, significantly, triethyl orthoformate functions as C1 carbon source and which is noteworthy. Other benefits of this process include good yields, high functional group tolerance, low cost of catalyst and avoiding of use of hazardous chemicals.

引用

页码：2064 / 2075

页数：12

共 50 条

[21] Platinum(II)-catalyzed Acetal-Ene Reaction: Easy Access to Homoallylic Ethers
Miura, Katsukiyo
Izumi, Hiroyuki
Kinoshita, Hidenori
Ichikawa, Junji
Hosomi, Akira
CHEMISTRY LETTERS, 2009, 38 (12) : 1204 - 1205
[22] Amphiphilic allylation of activated alkenes by allyl acetates and allylstannanes catalyzed by palladium nanoparticles: an easy access to stereodefined substituted cyclohexene derivatives
Adak, Laksmikanta
Bhadra, Sukalyan
Chattopadhyay, Kalicharan
Ranu, Brindaban C.
NEW JOURNAL OF CHEMISTRY, 2011, 35 (02) : 430 - 437
[23] Iron(III) Porphyrin Catalyzed Cyclization of Ketones with Dimethyl Sulfoxide and Ammonium Acetate: One-Pot Synthesis of Pyridines
Liu, Yufeng
Cao, Zhongzhong
Su, Miaodong
Li, Hui
Fu, Meiqiang
Liu, Qiang
Luo, Weiping
Guo, Cancheng
CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2019, 39 (01) : 129 - 136
[24] Cu-Catalyzed Hydrophosphonylation of 2-(2-Enynyl)pyridines: Easy Access to Indolizine-Containing Diarylmethylphosphonates
Mahesh, Sriram
Anand, Ramasamy Vijaya
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2017, 2017 (19) : 2698 - 2706
[25] Easy Access to 2,4-Disubstituted Cyclopentenones by a Gold(III)-Catalyzed A3-Coupling/Cyclization Cascade
Li, Jian
Xu, Yue
Hu, Xiwen
Zhu, Shangrong
Liu, Li
ORGANIC LETTERS, 2020, 22 (24) : 9478 - 9483
[26] General access to the vinca and tacaman alkaloids using a Rh(II)-catalyzed cyclization/cycloaddition cascade
England, Dylan B.
Padwa, Albert
JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (07): : 2792 - 2802
[27] A NEW EASY ACCESS TO QUINONES FROM IRON PORPHYRIN-CATALYZED OXIDATION OF METHOXYARENES BY MAGNESIUM MONOPEROXYPHTHALATE
ARTAUD, I
BENAZIZA, K
CHOPARD, C
MANSUY, D
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (01) : 31 - 33
[28] Copper-catalyzed intramolecular dehydrogenative cyclization: direct access to sensitive formyl-substituted imidazo[1,2-a]pyridines
Zhai, Li-Hai
Guo, Li-Hong
Sun, Bai-Wang
RSC ADVANCES, 2015, 5 (113) : 93631 - 93634
[29] Room temperature iron(ii)-catalyzed radical cyclization of unsaturated oximes with hypervalent iodine reagents
Yang, Shichao
Li, Hongji
Li, Pinhua
Yang, Jingya
Wang, Lei
ORGANIC & BIOMOLECULAR CHEMISTRY, 2020, 18 (04) : 715 - 724
[30] An Iron-Catalyzed Three-Component Radical Cascade Cyclization to Access Cyanoalkylsulfonyl Quinolino-Quinazolinones
Ghouse, Abuthayir Mohamathu
Tarun, Uppalam
Maheswari, Bathula
Akondi, Srirama Murthy
ADVANCED SYNTHESIS & CATALYSIS, 2024, 366 (11) : 2456 - 2460

← 1 2 3 4 5 →