70078-14-7Relevant academic research and scientific papers
alpha-aryl or alkyl substituted borane adduct, preparation method and applications thereof
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Paragraph 0305-0308; 0310-0313; 0315, (2020/01/25)
The invention relates to an alpha-aryl or alkyl substituted borane adduct, a preparation method and applications thereof, specifically to preparation of an alpha-aryl or alkyl substituted borane adduct by carrying out a reaction on hydrazone as an unstabl
Overcoming Scope Limitations in Cross-Coupling of Diazo Nucleophiles by Manipulating Catalyst Speciation and Using Flow Diazo Generation
Sullivan, Ryan J.,Freure, Garrett P.R.,Newman, Stephen G.
, p. 5623 - 5630 (2019/06/05)
The accessible scope of palladium-catalyzed diazo cross-coupling reactions has been expanded to include aryl chlorides by controlled diazo slow addition. The success of this strategy is based on manipulating speciation within the catalytic cycle through starvation of the diazo reagent to make the Pd(II) oxidative intermediate the resting state. The strategy is also applicable to cross-coupling reactions with aryl bromides and, in combination with safe, on-demand flow generation of nonstabilized diazo reagents, has been used to greatly expand the scope of applicable diazo compounds for this chemistry as well. Lastly, DFT calculations have provided insight into the mechanism and support for the proposed explanation for success of the slow addition strategy.
Enantioselective Synthesis of Trisubstituted Allenes via Cu(I)-Catalyzed Coupling of Diazoalkanes with Terminal Alkynes
Chu, Wen-Dao,Zhang, Lei,Zhang, Zhikun,Zhou, Qi,Mo, Fanyang,Zhang, Yan,Wang, Jianbo
, p. 14558 - 14561 (2016/11/18)
A highly enantioselective synthesis of trisubstituted allenes has been achieved through Cu(I)-catalyzed cross-coupling of aryldiazoalkanes and terminal alkynes with chiral bisoxazoline ligands. Alkynyl migratory insertion of Cu(I) carbene is proposed as t
A significant barrier to 1,2 hydrogen migration in singlet 1-phenylethylidene. A laser flash photolysis study
Sugiyama, Michelle H.,Celebi, Sol,Platz, Matthew S.
, p. 966 - 973 (2007/10/02)
Laser flash photolysis of 1-phenyldiazoethane in heptane releases 1-phenylethylidene which can be intercepted with pyridine to form an ylide (λmax> = 475 nm). Oxygen trapping experiments indicate that relaxation of singlet 1-phenylethylidene to
CYCLOADDITIONS OF DISUBSTITUTED DIAZO COMPOUNDS TO P-CHLORO(BISTRIMETHYLSILYL) METHYLENE PHOSPHINE.
Thoraval, J. Y.,Nagai, W.,Yeung Lam Ko, Y. Y. C.,Carrie, R.
, p. 3859 - 3868 (2007/10/02)
Disubstituted diazo compounds rapidly add to P-chloro (bistrimethylsilyl) methylene phosphine at low temperature. 1H, 31P and 13C NMR allow the characterization of the resulting cycloadducts and the establisment of the stereochemistry of the resulting cycloadducts which are potential precursors of ?3λ5 bis methylene phosphorane by nitrogen extrusion.
Conjugated N-isocyanides; a Reassessment and a Correction of Claimed Stable Conjugated N-Isocyanides. Stable N-Formyltriazenes; a Confirmation
Butler, Richard N.,O'Shea, Paul D.,Burke, Luke A.
, p. 1210 - 1212 (2007/10/02)
Previously claimed stable solid aryldiazoisocyanides were found to be crude arylazides, and dehydration of formamides as a route to stable N-isocyanides must be viewed with caution; stable N-formyltriazenes are confirmed and literature difficulties with r
