A new method for the synthesis of 3-hydroxymethylbenzofuran

作者: Huan Luo , Yan-Fei Liu , Chun-Lei Zhang , Yan Wang , Gang Ni

DOI: 10.1016/J.CCLET.2013.07.006

关键词:

摘要: Abstract A new one-step synthesis of 3-hydroxymethylbenzofuran, based on intramolecular cyclization 2-(methoxymethyl)-2-(2′-methoxymethyl-4′-methylphenyl)-butanone 1 under diluted hydrochloric acid in THF, was developed. The mechanism for this process investigated via chemical equilibrium shift tautomer acidic conditions. applicability method studied further paper.

参考文章(9)
Wendy Eccles, Jonathan M. Blevitt, Jamila N. Booker, Christa C. Chrovian, Shelby Crawford, Aimee Rose de Leon, Xiaohu Deng, Anne M. Fourie, Cheryl A. Grice, Krystal Herman, Lars Karlsson, Aaron M. Kearney, Alice Lee-Dutra, Jimmy Liang, Rosa Luna, Dan Pippel, Navin Rao, Jason P. Riley, Alejandro Santillán, Brad Savall, Virginia M. Tanis, Xiaohua Xue, Arlene L. Young, Identification of benzofuran central cores for the inhibition of leukotriene A(4) hydrolase. Bioorganic & Medicinal Chemistry Letters. ,vol. 23, pp. 811- 815 ,(2013) , 10.1016/J.BMCL.2012.11.074
Paula Veronica Podea, Monica Ioana Toşa, Csaba Paizs, Florin Dan Irimie, Chemoenzymatic preparation of enantiopure l-benzofuranyl- and l-benzo[b]thiophenyl alanines Tetrahedron-asymmetry. ,vol. 19, pp. 500- 511 ,(2008) , 10.1016/J.TETASY.2008.01.031
Gurdal Orhan, Ilkay Orhan, Bilge Sener, Recent Developments in Natural and Synthetic Drug Research for Alzheimers Disease Letters in Drug Design & Discovery. ,vol. 3, pp. 268- 274 ,(2006) , 10.2174/157018006776743215
David C. Horwell, William Howson, Michael Higginbottom, Dorica Naylor, Giles S. Ratcliffe, Sophie Williams, Quantitative structure-activity relationships (QSARs) of N-terminus fragments of NK1 tachykinin antagonists: a comparison of classical QSARs and three-dimensional QSARs from similarity matrices. Journal of Medicinal Chemistry. ,vol. 38, pp. 4454- 4462 ,(1995) , 10.1021/JM00022A010
A. Shafiee, M. Mohamadpour, Synthesis of 3‐formylbenzo[b]furan and 1‐methyl‐3,4‐dihydrobenzo[b]‐furo[2,3‐c]pyridine Journal of Heterocyclic Chemistry. ,vol. 15, pp. 481- 483 ,(1978) , 10.1002/JHET.5570150322
Alois Fürstner, Paul W. Davies, Heterocycles by PtCl2-Catalyzed Intramolecular Carboalkoxylation or Carboamination of Alkynes Journal of the American Chemical Society. ,vol. 127, pp. 15024- 15025 ,(2005) , 10.1021/JA055659P