SeO2-Mediated One-Pot Synthesis of 3-Cyanofurans from 3-Oxo-3-arylpropanenitriles and Substituted Acetaldehydes

被引:3
作者
Zhou, Jie [1 ]
Zhu, Xinhai [1 ]
Huang, Manna [1 ]
Wan, Yiqian [1 ]
机构
[1] Sun Yat Sen Univ, Sch Chem Engn & Technol, Guangzhou 510275, Guangdong, Peoples R China
基金
中国国家自然科学基金;
关键词
Aldehydes; Cyanides; Cyclization; Oxygen heterocycles; Selenium; 5-MEMBERED RING-SYSTEMS; POLYSUBSTITUTED FURANS; BENZOFURANS; NITRILES; HETEROCYCLES; DERIVATIVES; CYCLIZATION; ALDEHYDES; SILVER; ACIDS;
D O I
10.1002/ejoc.201700383
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An SeO2-mediated one-pot method was established for the synthesis of 3-cyanofurans from 3-oxo-3-arylpropanenitriles and substituted acetaldehydes. The generality of the reaction was explored, and a plausible mechanism is proposed.
引用
收藏
页码:2317 / 2321
页数:5
相关论文
共 50 条
  • [21] Base-Catalyzed One-Pot Synthesis of 2,3,6-Substituted Pyridines
    Zhu, Baofu
    He, Jiaming
    Zou, Kai
    Li, Anquan
    Zhang, Chen
    Zhao, Jiaji
    Cao, Hua
    JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (16) : 11450 - 11459
  • [22] One-Pot Synthesis of 3,4-Disubstituted 2-Methylcyclopent-2-enols as Useful Building Blocks
    Jouanneau, Morgan
    Tap, Aurelien
    Ardisson, Janick
    Ferezou, Jean-Pierre
    SYNLETT, 2014, 25 (15) : 2171 - 2175
  • [23] One-Pot Synthesis of 3-Aryl-5-amino-1,2,4-thiadiazoles from Imidates and Thioureas by I2-Mediated Oxidative Construction of the N-S Bond
    Chai, Ling
    Lai, Zhenzhen
    Xia, Qiangqiang
    Yuan, Jiangpei
    Bian, Qilong
    Yu, Mingjian
    Zhang, Wenkai
    Xu, Yuanqing
    Xu, Hao
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 2018 (31) : 4338 - 4344
  • [24] A Facile One-Pot Synthesis of Substituted Thieno[2,3-b]pyridines from Enaminones
    Gao, Baochang
    Dong, Dewen
    Zhang, Jie
    Ding, Changjiang
    Dong, Chunming
    Liang, Yongjiu
    Zhang, Rui
    SYNTHESIS-STUTTGART, 2012, 44 (02): : 201 - 206
  • [25] One-pot reaction of 2-formylbenzoates, hexamethyldisilazane, and diethyl phosphite in the presence of Yb(OTf)3: Synthesis of 3-phosphonate phthalides
    Zhang, Lianjin
    Kim, Ji Hui
    Jang, Doo Ok
    TETRAHEDRON LETTERS, 2017, 58 (20) : 1985 - 1988
  • [26] An efficient one-pot protocol for the synthesis of phenyl substituted 3-silatetrahydropyrans
    Kirpichenko, Svetlana V.
    Shainyan, Bagrat A.
    TETRAHEDRON, 2015, 71 (04) : 599 - 604
  • [27] One-Pot Amberlyst 15-Controlled Cyclocondensation of Piperidines and Arylaldehydes: Synthesis of 3,5-Diarylmethylpyridines
    Chang, Meng-Yang
    Tsai, Yu-Lin
    JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (08) : 5651 - 5659
  • [28] InCl3 Catalysed One-Pot Synthesis of Substituted Pyrroles and 2-Pyrones
    Mahato, Sanjit K.
    Vinayagam, Jayaraman
    Dey, Sumit
    Timiri, Ajay K.
    Chatterjee, Sourav
    Jaisankar, Parasuraman
    AUSTRALIAN JOURNAL OF CHEMISTRY, 2013, 66 (02) : 241 - 251
  • [29] One-Pot Synthesis of 3-Cyano-2-pyridones
    Wang, Yingcai
    Liu, Gang
    Reyes, Jeremy Chris P.
    Duverna, Randolph
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2015, 52 (04) : 1185 - 1191
  • [30] Efficient and Regioselective One-Pot Synthesis of 3-Substituted and 3,5-Disubstituted Isoxazoles
    Tang, Shibing
    He, Jinmei
    Sun, Yongquan
    He, Liuer
    She, Xuegong
    ORGANIC LETTERS, 2009, 11 (17) : 3982 - 3985