Base-Induced Cyclisation of ortho-Substituted 2-Phenyloxazolines to Give 3-Aminobenzofurans and Related Heterocycles
作者:R. Aitken、Andrew Harper、Alexandra Slawin
DOI:10.1055/s-0036-1588503
日期:2017.9
butyllithium and potassium tert-butoxide results in cyclisation with ring opening of the oxazoline to give 2-aryl-3-aminobenzofurans. The reaction also occurs with the corresponding benzylthio and benzylamino compounds to give benzothiophenes and indoles, respectively. Use of an ortho-allyloxyphenyloxazoline gives the corresponding 2-vinylbenzofuran, while both α-methylbenzyloxy and benzylsulfonyl compounds
用丁基锂和叔丁醇钾处理邻苄氧基苯基恶唑啉导致环化反应,恶唑啉开环得到 2-芳基-3-氨基苯并呋喃。该反应还与相应的苄硫基和苄基氨基化合物发生反应,分别生成苯并噻吩和吲哚。使用邻-烯丙氧基苯基恶唑啉产生相应的 2-乙烯基苯并呋喃,而 α-甲基苄氧基和苄基磺酰基化合物均形成稳定的螺恶唑烷产物。已确定氨基苯并噻吩产物的 X 射线结构。