ChemInform Abstract: Lewis Acid-Mediated Nucleophilic Substitution Reactions of 2-Alkoxy-3,4-dihydro-2H-1-benzopyrans: Regiochemistry and Utility in the Synthesis of 3,4-Dihydro-2H-1-benzopyran-2-carboxylic Acids.
Abstract
The reaction of the chromans (I) and (VI) with the cyanosilanes (II) is catalyzed by Lewis acids to yield the corresponding nitriles (III) and (VII).
ChemInform Abstract
The reaction of the chromans (I) and (VI) with the cyanosilanes (II) is catalyzed by Lewis acids to yield the corresponding nitriles (III) and (VII). The chroman (Ic) also reacts with the nucleophiles (IV), forming the substitution products (V). Reaction of the spiroacetal (VIII) with the cyanosilane (II) leads to the formation of the nitriles (IX) or (XI) depending on the kind of Lewis acid employed as the catalyst.