The Journal of Organic Chemistry

New synthesis of 2-substituted 2-oxazolines: transition-metal-catalyzed cross-coupling of Grignards with 2-(methylthio)-4, 4-dimethyl-2-oxazoline

LN Pridgen, LB Killmer

Index: Pridgen, Lendon N.; Killmer, Lewis B. Journal of Organic Chemistry, 1981 , vol. 46, # 26 p. 5402 - 5404

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Citation Number: 42

Abstract

A new synthesis of 2-aryl-4, 4-dimethyl-2-oxazolines (18a-e) using nickel-and palladium- phosphine complexes to catalyze cross-coupling of Grignard reagents 17 with 2-(methylthio)- 4, 4-dimethyl-2-oxazoline(16) is described. This reaction represents the first reported example of preparing 2-aryl-2-oxazolines by arylation at C-2 of an oxazolinyl moiety.