1335129-06-0Relevant articles and documents
Synthesis of Halogenated Cyclic Enamines from Cyclic N-2-En-4-ynyl-N-1-ynylamides and N-Propargyl-N-1-ynylamides via a Tandem Iron Halide Promoted N-to-C Shift-Aza-Prins Cyclization Sequence
Lin, Hsin-Hui,Chiang, Tai-Ching,Wu, Rong-Xuan,Chang, Yi-Mei,Wang, Hao-Wen,Liu, Ssu-Ting,Yeh, Ming-Chang P.
, (2019)
A facile and efficient N-to-C allyl shift-aza-Prins cyclization sequence of cyclic N-2-en-4-ynyl-N-1-ynylamides is promoted by iron(III) chloride, generating chloro-containing bridged bicyclic enamines in minutes and in high yields. This reaction involves an unprecedented formation of a ketenimine via Fe(III)-mediated N-to-C allyl rearrangement, followed by aza-Prins cyclization. This sequence can also be applied to the generation of brominated cyclobutenamine derivatives using Fe(III) bromide and N-propargyl-N-1-ynylamides. (Figure presented.).
Mild and tunable benzoic acid catalysts for rearrangement reactions of allylic alcohols
McCubbin, J. Adam,Voth, Samantha,Krokhin, Oleg V.
experimental part, p. 8537 - 8542 (2011/12/14)
An efficient and simple catalytic method for the isomerization of readily prepared allylic alcohols is described. We focus particularly on cyclic examples and the synthesis of unusual enyne and dienols. The benzoic acid catalysts employed are commercially available and very inexpensive and can be tuned for reactivity and substrate sensitivity.
