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
  • [1] Palladium-catalyzed direct arylation of 4-hydroxycoumarins with arylboronic acids via C-OH bond activation
    Luo, Yong
    Wu, Jie
    TETRAHEDRON LETTERS, 2009, 50 (18) : 2103 - 2105
  • [2] Phosphonium Coupling in the Direct Bond Formations of Tautomerizable Heterocycles via C-OH Bond Activation
    Kang, Fu-An
    Sui, Zhihua
    Murray, William V.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 2009 (04) : 461 - 479
  • [3] Pd-catalyzed direct arylation of tautomerizable heterocycles with aryl boronic acids via C-OH bond activation using phosphonium salts
    Kang, Fu-An
    Sui, Zhihua
    Murray, William V.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (34) : 11300 - +
  • [4] Cu-Catalyzed Direct Amination of Cyclic Amides via C-OH Bond Activation Using DMF
    Chen, Peng
    Luo, Kaixiu
    Yu, Xianglin
    Yuan, Xu
    Liu, Xiaoyu
    Lin, Jun
    Jin, Yi
    ORGANIC LETTERS, 2020, 22 (16) : 6547 - 6551
  • [5] Rapid access to 4-substituted-pyrones and 2(5H)-furanones via a palladium-catalyzed C-OH bond activation
    Hu, Yi
    Ding, Qiuping
    Ye, Shengqing
    Peng, Yiyuan
    Wu, Jie
    TETRAHEDRON, 2011, 67 (38) : 7258 - 7262
  • [6] Efficient Pd-Catalyzed Coupling of Tautomerizable Heterocycles with Terminal Alkynes via C-OH Bond Activation Using PyBrOP
    Shi, Ce
    Aldrich, Courtney C.
    ORGANIC LETTERS, 2010, 12 (10) : 2286 - 2289
  • [7] Pd-Catalyzed Dehydrogenative Aryl-Aryl Bond Formation via Double C(sp2)-H Bond Activation:, Efficient Synthesis of [3,4]-Fused Oxindoles
    Bunescu, Ala
    Piou, Tiffany
    Wang, Qian
    Zhu, Jieping
    ORGANIC LETTERS, 2015, 17 (02) : 334 - 337
  • [8] A convenient and efficient C-OH bond activation, PdCl2(PPh3)2 catalyzed, C-C bond formation of tautomerizable quinolinones with the aid of BOP reagent and boronic acids
    Kumar, Yadavalli Suneel
    Dasaradhan, C.
    Prabakaran, Kamalakannan
    Khan, Fazlur-Rahman Nawaz
    Jeong, Euh Duck
    Chung, Eun Hyuk
    Kim, Hyun Gyu
    RSC ADVANCES, 2014, 4 (76) : 40259 - 40268
  • [9] Molybdenum-Catalyzed Cross-Coupling of Benzyl Alcohols: Direct C-OH Bond Transformation via [2+2]-Type Addition and Elimination
    Zhou, Pan
    Li, Yuqiang
    Xu, Tao
    ORGANIC LETTERS, 2022, 24 (23) : 4218 - 4223
  • [10] Boryl Radical Activation of Benzylic C-OH Bond: Cross-Electrophile Coupling of Free Alcohols and CO2 via Photoredox Catalysis
    Li, Wen-Duo
    Wu, Yang
    Li, Shi-Jun
    Jiang, Yi-Qian
    Li, Yan-Lin
    Lan, Yu
    Xia, Ji-Bao
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2022, 144 (19) : 8551 - 8559
12345