Synthesis of substituted 2,3-dihydrobenzofuran in a process involving a facile acyl migration

Autor:	John K. Thottathil, Polniaszek Richard P, Truc Chi Vu, Michael K. Wong, Wen-Sen Li, Kishta Katipally, John E. Thornton, Zhenrong Guo
Rok vydání:	2002
Předmět:	General method Chemistry Hydrogenolysis Scientific method Yield (chemistry) Organic Chemistry Drug Discovery Organic chemistry Biochemistry Saponification
Zdroj:	Tetrahedron Letters. 43:1923-1925
ISSN:	0040-4039
Popis:	Reduction of 2,6-diacetoxy-2′-bromoacetophenone ( 10 ) with NaBH 4 led to 3,4-diacetoxydihydrobenzofuran ( 12 ) in a process involving acyl migration followed by cyclization. Subsequent hydrogenolysis gave 4-acetoxydihydrobenzofuran which, upon saponification, afforded 4-hydroxydihydrobenzofuran ( 8 ) in good yield. This approach is shown to be a general method for preparation of substituted dihydrobenzofurans.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::ec06bcfa9343ba3ee722aa616e42bfcf https://doi.org/10.1016/s0040-4039(02)00157-0 Zobrazit plný text záznamu Full Text from ScienceDirect