78265-39-1Relevant articles and documents
Preparation of Polyfunctionalized Aromatic Nitriles from Aryl Oxazolines
Hess,Guelen,Alandini,Mourati,Guersoy,Knochel
supporting information, (2021/12/06)
A selective ortho,ortho’-functionalization of readily available aryl oxazolines by two successive magnesiations with sBu2Mg in toluene followed by trapping reactions with electrophiles, such as (hetero)aryl iodides or bromides, iodine, tosyl cyanide, ethyl cyanoformate or allylic bromides (39 examples, 62–99 % yield) is reported. Treatment of these aryl oxazolines with excess oxalyl chloride and catalytic amounts of DMF (50 °C, 4 h) provided the corresponding nitriles (36 examples, 73–99 % yield). Conversions of these nitriles to valuable heterocycles are reported, and a tentative mechanism is proposed.
BENZ-FUSED LACTONES I. SYNTHESIS OF 3-METHYL-1(3H)-ISOBENZOFURANONES
Boulet, Camille Andre,Poulton, Gerald Arthur
, p. 405 - 410 (2007/10/02)
Unsubstituted and 3-alkyl substituted 1(3H)-isobenzofuranones are readily prepared in good yields via ortho-metallation of appropriate aromatics.
Chemistry of Aryloxazolines. Applications to the Synthesis of Lignan Lactone Derivatives
Meyers, A. I.,Avila, Walter B.
, p. 3881 - 3886 (2007/10/02)
The syntheses of several lignan lactone derivatives using aryloxazolines as the pivotal intermediates have been investigated.Metalations on naphthyloxazolines followed by electrophilic addition gave one of the appropriate substituents, whereas methoxy dis