359011-23-7Relevant academic research and scientific papers
Biomimetic carbene cascades enabled imine derivative migration from carbene -bearing thiocarbamates
Li, Xue,Chen, Haohua,Xuan, Qingqing,Mai, Shaoyu,Lan, Yu,Song, Qiuling
, p. 3518 - 3523 (2021)
Inspired by the body circulation of Omeprazole (irreversible proton pump inhibitor), we disclose the carbene-triggered cascades for the synthesis of 2-aminobenzofuran derivatives from N-sulfonyl-1,2,3-triazoles or benzothioazole-bearing thiocarbamates, which represents an unprecedented imine derivative migration process. Furthermore, the desulfurizing reagent-free Barton-Kellogg-type reactions starting from N-sulfonyl-1,2,3-triazoles have also been achieved for the first time, and elemental sulfur is confirmed as a byproduct during this transformation. Both experimental data and DFT calculations further thoroughly explained the unique reactivity.
A new bis-phenolate mesoionic carbene ligand for early transition metal chemistry
Baltrun, Marc,Watt, Fabian A.,Schoch, Roland,W?lper, Christoph,Neuba, Adam G.,Hohloch, Stephan
supporting information, p. 14611 - 14625 (2019/10/16)
We report the synthesis of a new pincer-type triazolylidene ligand precursor H3L[Cl] with redox-active 3,5-di-tert-butylphenolate substituents on a multigram scale following a converging ten-step route. The potential of this new mesoionic carbe
Steric buttressing in the Pauson-Khand reactions of aryl enynes
Madu, Christian E.,Seshadri, Hemalatha,Lovely, Carl J.
, p. 5019 - 5029 (2008/02/01)
A variety of aryl enynes have been constructed from o-iodophenol derivatives containing ortho-tert-butyl groups via O-alkylation and a Sonogashira cross-coupling reaction. These substrates undergo efficient thermal and oxidative intramolecular Pauson-Khand reactions leading to the formation of sterically congested cyclopentenones, as well as the formation of medium-sized rings, although in the latter case with unusual regioselectivity. Incorporation of a TMS moiety on the alkyne group in a higher homolog led to cyclization via the normal mode, albeit in relatively low yield.
Synthesis of bridged medium-sized rings through the intramolecular Pauson-Khand reaction
Lovely, Carl J.,Seshadri, Hemalatha,Wayland, Brian R.,Cordes, A. Wallace
, p. 2607 - 2610 (2007/10/03)
(Equation presented) A series of aromatic enynes containing steric buttressing elements were prepared and evaluated in the NMO-mediated Pauson-Khand cyclization. O-Allyl systems led to the expected angularly fused products, whereas the O-butenyl and O-pentenyl derivatives afforded the unprecedented bridge systems.
