14770-90-2Relevant academic research and scientific papers
Acid-promoted furan annulation and aromatization: An access to benzo[b]furan derivatives
Ao, Jun,Liu, Yidong,Jia, Shiqi,Xue, Lu,Li, Dongmei,Tan, Yu,Qin, Wenling,Yan, Hailong
, p. 433 - 440 (2018/01/03)
An unprecedented PTSA-promoted furan annulation and aromatization in one pot has been developed. This process offers a simple and efficient synthetic route for the construction of various highly substituted benzo[b]furan derivatives, which are widely used not only in drug active molecules but also organic semiconductor and organic light-emitting devices. The preliminary mechanism study indicated this transformation proceeded sequentially via furan annulation and aromatization.
Benzofuran synthesis via copper-mediated oxidative annulation of phenols and unactivated internal alkynes
Zhu, Ruyi,Wei, Jiangbo,Shi, Zhangjie
, p. 3706 - 3711 (2013/11/19)
The first example of copper-mediated oxidative annulation of phenols and unactivated internal alkynes to afford benzofuran derivatives was reported. Various phenols and unactivated internal alkynes were successfully employed. Mechanistic studies disclosed a new strategy on annulations of alkynes with phenols through reversible electrophilic carbocupration of phenol followed by alkyne insertion and cyclization.
Rhodium(III)-catalyzed redox-neutral coupling of N-phenoxyacetamides and alkynes with tunable selectivity
Liu, Guixia,Shen, Yangyang,Zhou, Zhi,Lu, Xiyan
, p. 6033 - 6037 (2013/07/19)
Give it a tweak: A novel oxidizing directing group was developed for a rhodium(III)-catalyzed C-H functionalization of N-phenoxyacetamides with alkynes. A small change in the reaction conditions leads to either ortho-hydroxyphenyl-substituted enamides or cyclization to deliver benzofurans with high selectivity (see scheme; Cp=C5Me5). Copyright
Condensations of benzil with phenols and aryl ethers mediated by tin(IV) chloride pentahydrate
Morrison, Brian J,Musgrave, Oliver C
, p. 4255 - 4260 (2007/10/03)
The reaction of benzil with phenol at 180°C in the presence of SnCl4·5H2O produces a benzofuran, a benzofuranol, a benzodifuran, and a benzofuranone. Anhydrous tin(IV) chloride also gives a benzofuranofuranone. Other phenols and their methyl ethers yield related products. The good yields of the benzo- and naphtho-furanones make the method an attractive alternative to the benzilic acid route to such compounds.
