199608-33-8Relevant academic research and scientific papers
Copper-Catalyzed Umpolung of Imines through Carbon-to-Nitrogen Boryl Migration
Li, Zhenghua,Zhang, Liang,Nishiura, Masayoshi,Hou, Zhaomin
, p. 4388 - 4393 (2019/05/08)
We report a general strategy for the catalytic umpolung of imines, which was enabled by an unprecedented 1,2-boryl carbon-to-nitrogen migration. Based on the discovery of a rearrangement of an α-borylalkylamido copper intermediate to an α-borylaminoalkyl
Novel and efficient method for the allylation of carbonyl compounds and imines using triallylaluminum
Shen, Kao-Hsien,Yao, Ching-Fa
, p. 3980 - 3983 (2007/10/03)
This is the first report of the use of triallylaluminum as a reagent for the allylation of carbonyl compounds and imines. The allylation of ketimines without additional metal catalyst is known so far only in the case of the Grignard reagent. Triallylaluminum is a useful alternative to provide the homoallylic amines in excellent yield upon addition to aldimines and ketimines. The significant reactivity of this reagent was confirmed by its reaction with a sterically rigid ketone such as adamantanone to provide 1-adamantyl-3-buten-1-ol in 98% yield. The chemoselectivity of triallyl-aluminum was demonstrated by using different ketoesters. It is noteworthy that triallylaluminum is prepared from allyl bromide and aluminum metal, and not from a Grignard reagent, and that the procedure is operationally simple, leading to good to excellent product yields.
Indium-catalyzed allylation of imines with electrochemically assisted catalyst regeneration
Hilt, Gerhard,Smolko, Konstantin I.,Waloch, Christoph
, p. 1437 - 1439 (2007/10/03)
The chemo-electrochemical regeneration of low valent indium(I) reagents for Barbier-type carbon-carbon bond formation processes is described for several C=N double bond systems. The homoallylic amines are obtained in good yields from aniline-derived aldim
Synthesis and structure of 2-aryl-2,4-dimethyl-1,2,3,4-tetrahydroquinolines and 1,3-disubstituted indenes
Zvolinskii,Kryvenko,Sergeeva,Soldatenkov,Prostakov
, p. 86 - 90 (2007/10/03)
It has been shown that the intramolecular cyclization of N-(1-arylbutenyl)arylamines under acid catalysis conditions may proceed in two directions with the formation of 2-aryl-2,4-dimethyl-1,2,3,4-tetrahydroquinolines and 1,3 disubstituted indenes. 1997 P
