Nucleophilic reagents used in the reaction and fluorous nucleophilic substitution reaction of alcohol

摘要

In the method of carrying out the nucleophilic substitution reaction of an alcohol to produce a product of interest, including the step of reacting phosphine and azodicarboxylate and a nucleophilic reagent and the alcohol. One species, including at least one fluorous tag at least one of the phosphine and azodicarboxylate. Azodicarboxylate includes at least one fluorous tag, in some embodiments, including at least one fluorous tag and the phosphine. A compound having the formula in the formula, n10 and n1, n2, n3, n4, n5, n6, n7, n8, n9 is = 1 or independently. X ^1, X ^2, X ^3, X ^4, X ^5, X ^6, X ^7, X ^8, X ^9, X ^10, X ^11, X ^12, X ^13, X ^14, X ^15, X ^16, X ¹⁷ , independently, X ²⁰ and ^18, X ¹⁹ X is an alkoxyl group H, F, Cl, alkyl group, or aryl group. R ¹⁶ and ^14, R ¹⁵ R ^1, R ^2, R ^3, R ^4, R ^5, R ^6, R ^7, R ^8, R ^9, R ^10, R ^11, R ^12, R ^13, R is, each independently, or ^1, S-Rf ² H, F, Cl, alkyl group, alkoxyl group, thioalkyl group, a dialkylamino group, a nitro group, fluorinated amine group, O-Rf -N (Rf ³⁾ (R ²² is a), R ²² in the Rf ⁴ alkyl group, and Rf ⁴ and ^2, Rf ³ Rf ^1, Rf, is selected from the group consisting of perfluoroalkyl groups, hydro fluoroalkyl group, a fluorinated ether group, the fluorinated amine group to represent each independently a fluorous group. At least one of R ¹⁶ or ^14, R ¹⁵ R ^1, R ^2, R ^3, R ^4, R ^5, R ^6, R ^7, R ^8, R ^9, R ^10, R ^11, R ^12, R ^13, R star 1, (Rf ³⁾ (R ^22), perfluoroalkyl group, hydro fluoroalkyl group, fluorinated ether group or O-Rf ^1, -N is a fluorinated amine group.