32730-15-7Relevant academic research and scientific papers
Bi(OTf)3-Mediated (4+1) Annulation of α-Sulfonyl o-Hydroxyacetophenones with α-Hydroxy Arylketones to Access Sulfonyl 2-Aroylbenzofurans
Chang, Meng-Yang,Chen, Kuan-Ting
, p. 2594 - 2609 (2021/03/29)
In this paper, a high-yield, facile route for the scalable synthesis of sulfonyl 2-aroylbenzofurans via a Bi(OTf)3-mediated intermolecular double cyclocondensation of α-sulfonyl o-hydroxyacetophenones with substituted α-hydroxy arylketones under mild open-vessel reaction conditions is described. In the overall reaction, water is generated as the only byproduct. Various metal triflate-promoted reactions and conditions are investigated for the efficient one-pot (4+1) annulation reaction. (Figure presented.).
Tandem addition/cyclization for synthesis of 2-aroyl benzofurans and 2-aroyl indoles by carbopalladation of nitriles
Gong, Julin,Hu, Kun,Shao, Yinlin,Li, Renhao,Zhang, Yetong,Hu, Maolin,Chen, Jiuxi
, p. 488 - 494 (2020/02/03)
The first example of the palladium-catalyzed tandem addition/cyclization of 2-(2-acylphenoxy)acetonitriles with arylboronic acids has been developed, providing a new strategy for the synthesis of 2-aroyl benzofurans with excellent chemoselectivity and wid
Rh(III)-Catalyzed and Solvent-Controlled Chemoselective Synthesis of Chalcone and Benzofuran Frameworks via Synergistic Dual Directing Groups Enabled Regioselective C-H Functionalization: A Combined Experimental and Computational Study
Yi, Wei,Chen, Weijie,Liu, Fu-Xiaomin,Zhong, Yuting,Wu, Dan,Zhou, Zhi,Gao, Hui
, p. 9508 - 9519 (2018/09/27)
By virtue of a synergistically dual-directing-group (the O-NHAc part and the hydroxyl group)-assisted strategy, the efficient and practical Rh(III)-catalyzed regioselective redox-neutral C-H functionalization of diverse N-phenoxyacetamides with propargyl alcohols has been realized, which led to the divergent synthesis of privileged benzofuran and chalcone frameworks in a solvent-controlled chemoselective manner. Experimental and computational studies reveal that the formation of the hydrogen bonding between dual directing groups and the subsequent coordination interaction between the hydroxyl group and the Rh(III) catalyst play a decisive role in promoting the regioselective migratory insertion of the alkyne moiety. Thereafter, two solvent-controlled switchable reaction pathways, which respectively involve tandem β-H elimination/hydrogen transfer/oxidative addition/C-O bond reductive elimination/oxidation (for low-polar solvents: path I-Ia via a RhIII-RhI-RhIII pathway) and oxidative addition/β-H elimination/hydrogen transfer/protonolysis (for high-polar solvents: path II-IIb via a RhIII-RhV-RhIII pathway), are followed to deliver the corresponding products with excellent chemoselectivity. Taken together, our results presented here not only give an expansion in the area of O-NHAc-directed C-H activations but also provide a rational basis for future development of synergistic dual DGs-enabled C-H functionalization reactions.
A highly efficient ultrasound-promoted synthesis of 2,3-disubstituted benzo[b]furans via intramolecular C-C bond formation in ionic liquid[bmim]BF4 at room temperature
Yadav, Nisha,Hussain, Mohd. Kamil,Ansari, Mohd. Imran,Gupta, Puneet K.,Hajela, Kanchan
, p. 540 - 544 (2013/03/28)
An efficient ultrasound-promoted synthesis of 2,3-disubstituted benzo[b]furans in the ionic liquid [bmim]BF4 at room temperature is reported. 5-exo-dig carbanion-yne intramolecular cyclization is mediated using anhydrous K3PO4/
