86535-80-0Relevant 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
, 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.
Palladium-catalyzed carbonylative sonogashira coupling of aryl bromides via tert -butyl isocyanide insertion
Tang, Ting,Fei, Xiang-Dong,Ge, Zhi-Yuan,Chen, Zhong,Zhu, Yong-Ming,Ji, Shun-Jun
, p. 3170 - 3175 (2013/06/27)
A simple and efficient palladium-catalyzed carbonylative Sonogashira coupling via tert-butyl isocyanide insertion has been developed, which demonstrates the utility of isocyanides in intermolecular C-C bond construction. This methodology provides a novel pathway for the synthesis of alkynyl imines which can undergo simple silica gel catalyzed hydrolysis to afford alkynones. The approach is tolerant of a wide range of substrates and applicable to library synthesis.
A general and convenient palladium-catalyzed carbonylative sonogashira coupling of aryl bromides
Wu, Xiao-Feng,Neumann, Helfried,Beller, Matthias
supporting information; experimental part, p. 12104 - 12107 (2011/02/25)
Convenient carbonylations: An efficient methodology for the carbonylative Sonogashira reaction of aryl bromides has been developed (see scheme). Contrary to known procedures, inexpensive aryl bromides can be applied as substrates to give the desired compounds in moderate to good yields (47-88%).
Cobalt(III) complex catalyzed aerobic oxidation of propargylic alcohols
Blay, Gonzalo,Cardona, Luz,Fernandez, Isabel,Pedro, Jose R.
, p. 3329 - 3332 (2008/09/21)
An o-phenylenebis(N′-methyloxamidate) cobalt(III) complex works as an efficient catalyst for the oxidation of propargylic alcohols to the corresponding α,β-acetylenic carbonyl compounds, in the presence of pivalaldehyde, under an atmospheric pressure of m
