111783-58-5Relevant 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.
, 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).
Tetrahydroisoquinolines. Part 3. Stereoselective Synthesis of cis- and trans-1,4-Disubstituted N-Methyl-1,2,3,4-tetrahydroisoquinolines as their Tricarbonylchromium Complexes
Blagg, Julian,Coote, Steven J.,Davies, Stephen G.,Middlemiss, David,Naylor, Alan
, p. 689 - 694 (2007/10/02)
The 1-exo proton of tricarbonyl-4-exo-methyl- or tricarbonyl-4-exo-ethyl-2-methyl-1,2,3,4-tetrahydroisoquinolinechromium (6) and (7) can be regio- and stereo-selectively removed by t-butyl-lithium and replaced with a variety of electrophiles to give cis-1,4-disubstituted 2-methyl-1,2,3,4-tetrahydroisoquinoline complexes.Oxidative decomplexation generates the corresponding cis-1,4-disubstituted tetrahydroisoquinolines.Similar methodology applied to tricarbonyl (4-exo-trimethylsilyl-2-methyl-1,2,3,4-tetrahydroisoquinoline)chromium (15) gives, after desilylation, 1-exo-substituted tetrahydroisoquinoline complexes.
