871731-29-2Relevant academic research and scientific papers
Exploiting the chiral ligands of bis(Imidazolinyl)-and bis(oxazolinyl)thiophenes—Synthesis and application in Cu-catalyzed friedel–crafts asymmetric alkylation
Al-Majid, Abdullah Mohammed,Alammari, Abdullah Saleh,Alshahrani, Saeed,Barakat, Assem,Haukka, Matti,Islam, Mohammad Shahidul
, (2021/12/17)
Five new C2-symmetric chiral ligands of 2,5-bis(imidazolinyl)thiophene (L1–L3) and 2,5-bis(oxazolinyl)thiophene (L4 and L5) were synthesized from thiophene-2,5-dicarboxylic acid (1) with enantiopure amino alcohols (4a–c) in excellent optical purity and chemical yield. The util-ity of these new chiral ligands for Friedel–Crafts asymmetric alkylation was explored. Subse-quently, the optimized tridentate ligand L5 and Cu(OTf)2 catalyst (15 mol%) in toluene for 48 h promoted Friedel–Crafts asymmetric alkylation in moderate to good yields (up to 76%) and with good enantioselectivity (up to 81% ee). The bis(oxazolinyl)thiophene ligands were more potent than bis(imidazolinyl)thiophene analogues for the asymmetric induction of the Friedel–Crafts asymmetric alkylation.
Enantioselective Friedel-Crafts alkylation of indole with nitroalkenes in the presence of bifunctional squaramide organocatalysts
Dündar, Esra,Tanyeli, Cihangir
supporting information, (2021/05/26)
A series of chiral bifunctional quinine and 2-aminoDMAP based squaramide organocatalysts are evaluated in Friedel-Crafts alkylation of indoles with nitroolefins. These 3-substituted indole derivatives are synthesized in the presence of sterically encumber
Preparation of a chiral Pt12 tetrahedral cage and its use in catalytic Michael addition reaction
Bhat, Imtiyaz Ahmad,Devaraj, Anthonisamy,Howlader, Prodip,Chi, Ki-Whan,Mukherjee, Partha Sarathi
supporting information, p. 4814 - 4817 (2018/05/23)
The reaction of chiral cis-[(1S,2S)-dch]Pt(NO3)2 (M) [where (1S,2S)-dch = (1S,2S)-1,2-diaminocyclohexane] with a hexadentate ligand (L) in 3:1 stoichiometric ratio yielded a [12+4] self-assembled chiral M12L4 mo
Friedel-crafts alkylation of indoles with nitroalkenes catalyzed by Zn(II)-thiourea complex
Wan, Ningning,Hui, Yonghai,Xie, Zhengfeng,Wang, Jide
experimental part, p. 311 - 315 (2012/04/23)
Friedel-Crafts alkylation of indoles with nitroalkenes catalyzed by a novel Zn(II)-thiourea complex has been developed. The remarkable advantages of this reaction are mild reaction conditions, simple workup procedure, high yield of products and the use of
Friedel-Crafts alkylation of indoles with nitroalkenes catalyzed by Cu(II)-imine complex
Wan, Ning Ning,Yang, Yong Lei,Wang, Wen Ping,Xie, Zheng Feng,Wang, Ji De
experimental part, p. 1155 - 1158 (2012/01/06)
A series of new ligands L1-L7 were readily prepared in one step. Friedel-Crafts alkylation of indoles with nitroalkenes catalyzed by a novel Cu(II)-L complex has been developed. The remarkable advantages of this reaction are mild rea
Boric acid-mediated mild and efficient friedel-crafts alkylation of indoles with nitro styrenes
Meshram,Rao, N. Nageswara,Kumar, G. Santosh
experimental part, p. 3496 - 3500 (2011/02/22)
An efficient method has been developed for the synthesis of indole 3-derivatives by the Friedel-Crafts alkylation of indole with nitro olefins in presence of boric acid in aqueous medium. Copyright Taylor & Francis Group, LLC.
