Palladium-catalyzed Cross-coupling of 2-Benzo[b]thiophene or 2-Benzo[b]furan Aluminum with Heteroaryl or Alkynyl Bromides for the Synthesis of 2-Hetroaryl or Alkynyl Benzo[b]thiophene or Benzo[b]furan Derivatives

被引:3
|
作者
Liang, Meng [1 ,2 ]
Pu, Jiaxia [1 ,2 ]
Jia, Xiaoying [1 ,2 ]
Han, Lirong [1 ,2 ]
Li, Qinghan [1 ,2 ,3 ]
机构
[1] Southwest Minzu Univ, Coll Chem & Environm, Chengdu 610041, Peoples R China
[2] Southwest Minzu Univ, Coll Chem & Environm, Key Lab Gen Chem Natl Ethn Affairs Commiss, Chengdu 610041, Peoples R China
[3] Southwest Minzu Univ, Coll Chem & Environm, POB 610041, Chengdu, Peoples R China
关键词
Palladium; 2-benzo[b]thiophene; 2-benzo[b]furan; alkynyl bromide; heteroaryl aluminum; cross-coupling reaction; ONE-POT SYNTHESIS; ELECTROPHILIC CYCLIZATION; RESEARCH PROGRESS; TERMINAL ALKYNES; FUNCTIONALIZATION; NANOPARTICLES; HYDROALKOXYLATION; BENZOTHIOPHENES; BENZOFURANS; ANNULATION;
D O I
10.2174/1570178620666230821142342
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An alternative method for the synthesis of 2-heteroaryl or alkynyl benzo[b]thiophene or furan derivatives via direct palladium-catalyzed cross-coupling of 2-benzo[b]thiophene or furan aluminum with heteroaryl or alkynyl bromides, respectively, has been successfully developed. This case is remarkable as the same catalytic system could simultaneously produce either 2-substituted benzo[b]thiophene or furan derivatives.
引用
收藏
页码:116 / 123
页数:8
相关论文
共 50 条
  • [41] Synthesis and Characterization of Novel (Benzo[b]furan-2-oyl)ferrocene Derivatives
    Gao, Wentao
    Cheng, Xiuping
    Li, Yang
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2010, 30 (03) : 456 - 460
  • [42] A review on the synthesis and biological relevance of benzo[b]thiophene derivatives
    Dhanya, T. M.
    Krishna, G. Anjali
    Savitha, D. P.
    Shanty, A. A.
    Divya, K. M.
    Priya, Shenoi K.
    Mohanan, P., V
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2023, 198 (04) : 283 - 299
  • [43] A Simple and Efficient Synthesis of Fused Benzo[b]thiophene Derivatives
    Ulyankin, Evgeny B.
    Kostyuchenko, Anastasia S.
    Chernenko, Sergey A.
    Bystrushkin, Mikhail O.
    Samsonenko, Anna L.
    Shatsauskas, Anton L.
    Fisyuk, Alexander S.
    SYNTHESIS-STUTTGART, 2021, 53 (14): : 2422 - 2434
  • [44] SOME INDOLE AND BENZO[B]THIOPHENE DERIVATIVES . SYNTHESIS AND PHARMACOLOGY
    CHAPMAN, NB
    CLARKE, K
    IDDON, B
    JOURNAL OF MEDICINAL CHEMISTRY, 1966, 9 (06) : 819 - &
  • [45] BENZO[B]THIOPHENE-2-SULFONAMIDES, BENZO[B]FURAN-2-SULFONAMIDES AND INDOLE-2-SULFONAMIDES - NEW CLASSES OF TOPICALLY EFFECTIVE CARBONIC-ANHYDRASE INHIBITORS
    SHEPARD, KL
    ANDERSON, PS
    GRAHAM, SL
    SCHWAM, H
    SMITH, RL
    SUGRUE, MF
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1986, 192 : 50 - MEDI
  • [46] CONFORMATIONAL-ANALYSIS OF ORGANIC CARBONYL-COMPOUNDS .5. PARA-METHOXYBENZOYL DERIVATIVES OF BENZO[B]FURAN, BENZO[B]THIOPHENE, AND NAPHTHALENE
    BENASSI, R
    FOLLI, U
    IAROSSI, D
    SCHENETTI, L
    TADDEI, F
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1987, (03): : 351 - 357
  • [47] THE SYNTHESIS OF THE MONOMETHYL DERIVATIVES OF BENZO[B]NAPHTHO[2,3-D]THIOPHENE
    PRATAP, R
    TOMINAGA, Y
    CASTLE, RN
    LEE, ML
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1982, 19 (04) : 865 - 869
  • [48] 2,3-bis(ethylsulfonyl)benzo[b]thiophene
    Parvez, M
    Mesher, STE
    Clark, PD
    ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 1996, 52 : 905 - 907
  • [49] DECARBOXYLATION OF A BENZO[B] THIOPHENE-2-CARBOXYLIC ACID
    JACKSON, BD
    BOWLUS, SB
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1980, 17 (01) : 205 - 206
  • [50] Highly Efficient Synthesis of 2-Substituted Benzo[b]furan Derivatives from the Cross-Coupling Reactions of 2-Halobenzo[b]furans with Organoalane Reagents
    Wen, Chang
    Wu, Chuan
    Luo, Ruiqiang
    Li, Qinghan
    Chen, Feng
    SYNTHESIS-STUTTGART, 2021, 53 (20): : 3847 - 3861