1332980-91-2Relevant academic research and scientific papers
Design and synthesis of condensed thienocoumarins by Suzuki-Miyaura reaction/lactonization tandem protocol
Iaroshenko, Viktor O.,Ali, Sajid,Mkrtchyan, Satenik,Gevorgyan, Ashot,Babar, Tariq Mahmood,Semeniuchenko, Volodymyr,Hassan, Zahid,Villinger, Alexander,Langer, Peter
supporting information, p. 7135 - 7139 (2013/01/15)
A concise and efficient approach to a series of chromen-4-ones with fused thiophene ring has been developed using the Suzuki-Miyaura reaction of bromothiophene-2- and 3-carboxylates with 2-methoxyboronic acids and subsequent cyclization of prepared alkyl (2-methoxy)aryl thiophene-2- and 3-carboxylates under the action of BBr3/KOtBu. Starting bromothiophenes are easily obtained from corresponding commercially available aminothiophenes by diazotization/bromination reaction.
Functionalization of the 3-position of thiophene and benzo[b]thiophene moieties by palladium-catalyzed C-C bond forming reactions using diazonium salts
Raduan, Monica,Padrosa, Joaquim,Pla-Quintana, Anna,Parella, Teodor,Roglans, Anna
experimental part, p. 2003 - 2012 (2011/10/09)
The palladium-catalyzed Matsuda-Heck and Suzuki-Miyaura cross-couplings of 2-methoxycarbonylthiophene-3-diazonium tetrafluoroborate 1 were performed to synthesize a series of thiophene derivatives functionalized in the β-position. Good to excellent yields of the cross-coupling products were obtained using palladium acetate [Pd(OAc)2], a ligandless palladium catalyst, without a base, at room temperature, under aerobic conditions and with short reaction times. A diazotization and cross-coupling sequence can also be performed in a one-pot process avoiding the isolation of the thiophenediazonium salt derivative. In addition, 2-methoxycarbonylbenzo[b]thiophene-3-diazonium tetrafluoroborate 8 was also efficiently arylated by applying the same Suzuki-Miyaura optimized reaction conditions. Copyright
