One-pot synthetic procedure for 2,2′-disubstituted biaryls via the Suzuki coupling reaction of aryl triflates in a biphasic solvent system

被引:13
|
作者
Miura, Masanori [1 ]
Koike, Takanori [1 ]
Ishihara, Tsukasa [1 ]
Hirayama, Fukushi [1 ]
Sakamoto, Shuichi [1 ]
Okada, Minoru [1 ]
Ohta, Mitsuaki [1 ]
Tsukamoto, Shin-ichi [1 ]
机构
[1] Astellas Pharma Inc, Inst Drug Discovery Res, Tsukuba, Ibaraki 3058585, Japan
关键词
biphasic solvent; 2,2 '-disubstituted biaryls; one-pot reaction; Suzuki coupling reaction; tetra(alkoxo)diboron;
D O I
10.1080/00397910600948088
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A one-pot synthetic procedure for 2,2'-disubstituted biaryls was developed via a Suzuki cross-coupling reaction of aryl triflates in a biphasic solvent system. The effects of various bases and solvents were investigated. Results showed that the Na2CO3 - toluene/H2O combination gave the highest yields.
引用
收藏
页码:3809 / 3820
页数:12
相关论文
共 50 条
  • [31] One-pot reaction for the concise synthesis of spiro[benzofuran-2,2′-naphthalen]-1′-one derivatives
    Hu, Jiaxing
    Liu, Dandan
    Xu, Wengang
    Zhang, Fanglin
    Zheng, Hua
    TETRAHEDRON, 2014, 70 (41) : 7511 - 7517
  • [32] A Convenient One-Pot Procedure for the Synthesis of 2-Aryl Quinazolines Using Active MnO2 as Oxidant
    Peng, Yi-Yuan
    Zeng, Yuyun
    Qiu, Ganyinsheng
    Cai, Lisheng
    Pike, Victor W.
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2010, 47 (05) : 1240 - 1245
  • [33] One-pot Synthesis and Photophysical Studies of Α-cycloamino-substituted 5-aryl-2,2'-bipyridines
    Mallikarjuna R. Guda
    Maria I. Valieva
    Dmitry S. Kopchuk
    Rammohan Aluru
    Albert F. Khasanov
    Olga S. Taniya
    Alexander S. Novikov
    Grigory V. Zyryanov
    Brindaban C. Ranu
    Journal of Fluorescence, 2024, 34 : 579 - 586
  • [34] One-pot Synthesis and Photophysical Studies of Α-cycloamino-substituted 5-aryl-2,2'-bipyridines
    Guda, Mallikarjuna R.
    Valieva, Maria I.
    Kopchuk, Dmitry S.
    Aluru, Rammohan
    Khasanov, Albert F.
    Taniya, Olga S.
    Novikov, Alexander S.
    Zyryanov, Grigory V.
    Ranu, Brindaban C.
    JOURNAL OF FLUORESCENCE, 2024, 34 (02) : 579 - 586
  • [35] One-pot borylation/Suzuki-Miyaura sp2-sp3 cross-coupling
    Whitaker, Luke
    Harb, Hassan Y.
    Pulis, Alexander P.
    CHEMICAL COMMUNICATIONS, 2017, 53 (67) : 9364 - 9367
  • [36] An Efficient One-Pot Five-Component Tandem Sequential Approach for the Synthesis of Pyranopyrazole Derivatives via Suzuki Coupling and Multicomponent Reaction
    Lu, Zhangxiu
    Xiao, Jinlong
    Wang, Dongyang
    Li, Yiqun
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 4 (05) : 487 - 492
  • [37] Synthesis of 2, 4-Disubstituted Quinazolines via One-Pot Three-Component Assembly
    Dasaradhan, Changalaraya
    Nawaz Khan, Fazlur-Rahman
    POLYCYCLIC AROMATIC COMPOUNDS, 2022, 42 (06) : 3821 - 3828
  • [38] A New One-Pot Procedure for a Ring Contraction Reaction using Iodine/H2O2
    Ferreira, Sabrina B.
    Kaiser, Carlos R.
    Ferreira, Vitor F.
    SYNLETT, 2008, (17) : 2625 - 2628
  • [39] A convenient access to 2,4-disubstituted quinazolines via one-pot three-component reaction under mild conditions†
    Bose, D. Subhas
    Ramesh, Nukala
    SYNTHETIC COMMUNICATIONS, 2020, 50 (10) : 1495 - 1503
  • [40] Efficient Synthesis of 2,5-Disubstituted Chalcogenophenes by a One-pot, Stepwise Glaser Coupling - Cycloaddition Sequence
    Li, Shiju
    Liu, Fanmin
    Qian, Chao
    Zhou, Shaodong
    CHEMISTRYSELECT, 2023, 8 (38):