Direct Sulfanylation of 4-Quinazolinone via C-OH Bond Activation: An Efficient Route to 2-Aryl-4-sulfanylquinazolines

被引：20
|
作者：
Peng, Yiyuan [1 ,2 ]
Qiu, Guanyinsheng [3 ,4 ]
Yang, Qin [1 ,2 ]
Yuan, Jianjun [1 ,2 ]
Deng, Zhihong [3 ,4 ]
机构：
[1] Jiangxi Normal Univ, Key Lab Small Fuct Organ Mol, Minist Educ, Nanchang 330022, Jiangxi, Peoples R China
[2] Jiangxi Normal Univ, Coll Life Sci, Nanchang 330022, Jiangxi, Peoples R China
[3] Jiangxi Normal Univ, Key Lab Green Chem, Nanchang 330022, Jiangxi, Peoples R China
[4] Jiangxi Normal Univ, Coll Chem, Nanchang 330022, Jiangxi, Peoples R China
来源：
SYNTHESIS-STUTTGART | 2012年 / 44卷 / 08期
基金：
中国国家自然科学基金;
关键词：
nitrogen heterocycles; multicomponent reactions; sulfinylations; thiols; bond activation; GROWTH-FACTOR RECEPTOR; TYROSINE KINASE INHIBITORS; SOLID-PHASE SYNTHESIS; ARYL BORONIC ACIDS; ACRIDONE ALKALOIDS; DIHYDROFOLATE-REDUCTASE; ANTIFUNGAL ACTIVITY; ANTICANCER AGENT; SITE INHIBITORS; SNAR REACTIONS;
D O I：
10.1055/s-0031-1289731
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The direct sulfanylation of 2-aryl-4-quinazolinones with thiols via C-OH bond activation under mild conditions is described. The method affords the corresponding 2-aryl-4-sulfanylquinazolines in good to excellent yield.
引用
收藏
页码：1237 / 1246
页数：10
相关论文
共 50 条
  • [41] Regioselective Orthopalladation of (Z)-2-Aryl-4-Arylidene-5(4H)-Oxazolones: Scope, Kinetico-Mechanistic, and Density Functional Theory Studies of the C-H Bond Activation
    Roiban, Gheorghe-Doru
    Serrano, Elena
    Soler, Tatiana
    Aullon, Gabriel
    Grosu, Ion
    Cativiela, Carlos
    Martinez, Manuel
    Urriolabeitia, Esteban P.
    INORGANIC CHEMISTRY, 2011, 50 (17) : 8132 - 8143
  • [42] Nickel-Catalyzed 3,3-Dialkynylation of 2-Aryl Acrylamides: Direct Access to gem-Diethynylethenes via Double Vinylic C-H Bond Activation
    Zhao, Tingxing
    Pu, Xingwen
    Han, Weiguo
    Gao, Ge
    ORGANIC LETTERS, 2021, 23 (04) : 1199 - 1203
  • [43] Visible-Light-Promoted [4π+2σ] Annulation of Dienes and Alkylamines via Dual Inert C(sp3)-H Bond Activation
    Wang, Shuzhong
    Zheng, Nuowen
    Deji, Cuo
    Hu, Qingzhong
    Wu, Xinxin
    Zhan, Ruoting
    Huang, Huicai
    Zhang, Yue
    ORGANIC LETTERS, 2024, 26 (22) : 4705 - 4710
  • [44] Rhodium(III)-Catalyzed Alkynylation of 4-Arylphthalazin-1(2H)-one Scaffolds via C-H Bond Activation
    Du, Xuxin
    Hou, Hongcen
    Zhao, Yongli
    Sheng, Shouri
    Chen, Junmin
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 2020 (09) : 1100 - 1107
  • [45] Axial interaction of the [Ru2(CO)4]2+ core with the aryl C-H bond:: Route to cyclometalated compounds involving a metal-metal-bonded diruthenium unit
    Patra, Sanjib K.
    Bera, Jitendra K.
    ORGANOMETALLICS, 2006, 25 (26) : 6054 - 6060
  • [46] Synthesis of Benzoisochromene Derivatives via C-H Activation-Initiated Cascade Formal [4+2] and [2+4] Annulation of Aryl Enaminone with Vinyl-1,3-dioxolan-2-one
    Yang, Chun
    Li, Bin
    Shi, Pengkuo
    Xu, Haiyun
    Zhang, Xinying
    Fan, Xuesen
    ORGANIC LETTERS, 2025, 27 (12) : 2964 - 2969
  • [47] Magnetically recyclable CoFe2O4 nanoparticles as stable and efficient catalysts for the synthesis of aryl thioethers via C-S coupling reactions
    Iraqui, Saddam
    Rashid, Md. Harunar
    NEW JOURNAL OF CHEMISTRY, 2022, 46 (47) : 22766 - 22777
  • [48] New phosphinite chelate, (aryl)2POBF2OH, complexed to ruthenium(II). HBF4-induced P-C bond cleavage in chiral MeO-Biphep complexes
    Organometallics, 24 (5213-5215):
  • [49] Visible-Light-Mediated Synthesis of 4H-benzo[1,4]thiazin-2-amines and 3,4-Dihydroquinoxalin-2-amines: An Efficient and Metal Free Route to C–S, C–N Bond Formation
    Neetu Yadav
    Hozeyfa Sagir
    Mohd. Danish Ansari
    I. R. Siddiqui
    Catalysis Letters, 2018, 148 : 1676 - 1685
  • [50] A new phosphinite chelate, (aryl)2POBF2OH, complexed to ruthenium(II).: HBF4-induced P-C bond cleavage in chiral MeO-Biphep complexes
    den Reijer, CJ
    Rüeger, H
    Pregosin, PS
    ORGANOMETALLICS, 1998, 17 (24) : 5213 - 5215
12345