864152-68-1Relevant articles and documents
Base-Induced Cyclisation of ortho -Substituted 2-Phenyloxazolines to Give 3-Aminobenzofurans and Related Heterocycles
Aitken, R. Alan,Harper, Andrew D,Slawin, Alexandra M. Z.
, p. 1738 - 1742 (2017/10/06)
Treatment of ortho -benzyloxyphenyloxazolines with 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 form stable spirooxazolidine products. The X-ray structure of an aminobenzothiophene product has been determined.