Effect of chain length on radical to carbanion cyclo-coupling of bromoaryl alkyl-linked oxazolines: 1, 3-Areneotropic migration of oxazolines

LJ Marshall, MD Roydhouse, AMZ Slawin…

文献索引：Marshall, Laura J.; Roydhouse, Mark D.; Slawin, Alexandra M. Z.; Walton, John C. Journal of Organic Chemistry, 2007 , vol. 72, # 3 p. 898 - 911

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被引用次数: 26

摘要

2-Halophenylalkyl-2-oxazolines with alkyl chain spacers of two to six C atoms (n= 0-4) were prepared and their SRN1-type reactions with several base systems examined. The best conditions to promote cyclo-coupling to the corresponding benzocycloalkane derivatives involved use of LDA in THF. The precursors with 3-C-atom and 4-C-atom spacers gave good yields of 2-(1'-phenylindan-1'-yl)-2-oxazolines and 2-(1-phenyl-1, 2, 3, 4- ...