81452-46-2Relevant academic research and scientific papers
Stitching Ynones with Nitromethanes: Domino Synthesis of Functionally Enriched Benzofurans and Benzothiophenes
Mehta, Goverdhan,Nerella, Sharanya,Pabbaraja, Srihari,Singh, Shweta
supporting information, p. 12093 - 12106 (2021/09/13)
A convenient one-pot benzannulation of regioisomeric 2- or 3-substituted furan and thiophene ynones with a range of nitromethanes has been discovered to directly access densely and diversely functionalized benzofurans and benzothiophenes. In this protocol, the nitro group in nitromethanes functions as recursive carbanion activator to setup tandem Michael addition-6π-electrocyclization, and its eventual sacrificial elimination facilitates aromatization and overall benzannulation. This benzannulation was also explored with furan/thiophene based o-halo ynones wherein a Michael addition-SNAr process operates and nitromethanes leave their imprint to deliver nitro substituted benzo-furans and -thiophenes.
A New Synthesis of Benzothiophenes and Benzothiophenes by Annulation of Disubstituted Thiophenes
Terpstra, Jan W.,Leusen, Albert M. van
, p. 230 - 238 (2007/10/02)
Nine newly prepared ortho-disubtituted thiophenes (1-5) react with Michael acceptors to form benzo- and benzothiophenes.This novel annulation process is specifically suited to form benzothiophenes with substituents in the benzene moiety.Substitution
SYNTHESIS OF QUINOLINE AND BENZOTHIOPHENE DERIVATIVES BY RING ANNELATION OF PYRIDINES AND THIOPHENES
Leusen, Albert M. van,Terpstra, Jan Willem
, p. 5097 - 5100 (2007/10/02)
Selected ortho-disubstituted pyridines and thiophenes react with Michael acceptors to give functionalized quinolines or benzothiophenes, respectively.
