22826-55-7Relevant articles and documents
Hoveyda–Grubbs catalysts with an N→Ru coordinate bond in a six-membered ring. Synthesis of stable, industrially scalable, highly efficient ruthenium metathesis catalysts and 2-vinylbenzylamine ligands as their precursors
Polyanskii, Kirill B.,Alekseeva, Kseniia A.,Raspertov, Pavel V.,Kumandin, Pavel A.,Nikitina, Eugeniya V.,Gurbanov, Atash V.,Zubkov, Fedor I.
supporting information, p. 769 - 779 (2019/04/17)
A novel and efficient approach to the synthesis of 2-vinylbenzylamines is reported. This involves obtaining 2-vinylbenzylamine ligands from tetrahydroisoquinoline by alkylation and reduction followed by the Hofmann cleavage. The resultant 2-vinylbenzyl-amines allowed us to obtain new Hoveyda–Grubbs catalysts, which were thoroughly characterised by NMR, ESIMS, and X-ray crystallography. The utility of this chemistry is further demonstrated by the tests of the novel catalysts (up to 10?2 mol %) in different metathesis reactions such as cross metathesis (CM), ring-closing metathesis (RCM) and ring-opening cross metathesis (ROCM).
Determining the scope of the lanthanide mediated, sequential hydroamination/C-C cyclization reaction: Formation of tricyclic and tetracyclic aromatic nitrogen heterocycles
Molander, Gary A.,Pack, Shawn K.
, p. 10581 - 10591 (2007/10/03)
The scope of the lanthanide mediated, sequential hydroamination/C-C cyclization reaction was determined for the formation of tricyclic and tetracyclic aromatic nitrogen heterocycles. An array of ring sizes was explored to determine the diastereoselectivity. The electronic characteristics of the aromatic ring was also varied to determine how it affected the cascade reaction. It was found that the benzo[a]quinolizine and the pyrido[2,1,a]isoindolizine ring systems formed with the highest diastereoselectivity (>20:1), regardless of the electronic characteristics of the aromatic ring. Additionally, a tetracyclic indole nitrogen heterocycle was formed with a 2.3:1 diastereomeric ratio. A novel procedure for substrate preparation is also presented.
Rearrangements of 1,6,7-Trisubstituted 2-Methyl-1,2,3,4-tetrahydroisoquinolinium 2-Methylides
Sato, Yoshiro,Shirai, Naohiro,Machida, Yoshio,Ito, Emiko,Yasui, Takayo,et al.
, p. 6711 - 6716 (2007/10/02)
Chemical behavior of 1,6,7-trisubstituted 2-methy-1,2,3,4-tetrahydroisoquinolinium 2-methylides 4 was investigated in fluoride-ion induced desilation reaction of 1,6,7-trisubstituted 2-methyl-2-(trimethylsilyl)methyl-1,2,3,4-tetrahydroisoquinolinium iodid
