Smolobochkin, A. V. published the artcileTandem intramolecular cyclisation/1,3-aryl shift in N-(4,4-diethoxybutyl)-1-arylmethanimines (Kazan reaction): synthesis of 3-benzylidene-1-pyrrolines, Application of 4,4-Diethoxybutan-1-amine, the publication is RSC Advances (2017), 7(80), 50955-50960, database is CAplus.
In this article, a novel tandem reaction, which transformed N-(4,4-diethoxybutyl)imines into 3-arylidene-1-pyrrolines, was described. The substrate scope of the starting acetals included arenes with electron-donating and withdrawing groups. The X-ray study of products confirmed the E-stereochem. of the double bonds formed. The best yields (99%) were found in boiling xylene in the presence of TsOH (or 2-nitroresocinol) during 40 (50) hours. The study of substituents effect on the course of the reaction revealed that cascade process took place, combining acid-catalyzed intramol. cyclization of N-(4,4-diethoxybutyl)imines and unusual 1,3-sigmatropic shift of the aryl fragment. Cyclic imines that were formed in high/excellent yields were of interest both from the viewpoint of their biol. activity and synthetic usefulness.
RSC Advances published new progress about 6346-09-4. 6346-09-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Ether, name is 4,4-Diethoxybutan-1-amine, and the molecular formula is C6H12N2O, Application of 4,4-Diethoxybutan-1-amine.
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