13894-28-5Relevant academic research and scientific papers
Highly satisfactory alkynylation of alkenyl halides via Pd-catalyzed cross-coupling with alkynylzincs and its critical comparison with the sonogashira alkynylation
Negishi, Ei-Ichi,Qian, Mingxing,Zeng, Fanxing,Anastasia, Luigi,Babinski, David
, p. 1597 - 1600 (2003)
(Matrix presented) The Pd-catalyzed alkynylation of various alkenyl halides and triflates with alkynylzincs proceeds well even with alkynyl derivatives containing electron-withdrawing groups. The reaction appears to be highly general. Noteworthy is that the corresponding Sonogashira reactions under various reported conditions are significantly less satisfactory in all cases performed in this study.
Silylamination of electrophilic alkynes
Baines, Kim M.,McOnie, Sarah L.
supporting information, (2021/12/23)
The addition of simple silylamines to dialkyl acetylenecarboxylates was investigated yielding both E and Z-silylenamines in contrast to an earlier report. Silylamination was also achieved with propiolates, expanding the scope of the silylamination reactio
Ir-catalyzed chemoselective reduction of β-amido esters: A versatile approach to β-enamino esters
Yang, Zhi-Ping,Lu, Guang-Sheng,Ye, Jian-Liang,Huang, Pei-Qiang
, p. 1624 - 1631 (2019/01/04)
The conversion of β-amido esters to β-enamino esters is an indispensable step for some synthetic approaches to alkaloids and related medicines. Known methods for such transformation are not only stepwise, but also proceed with low atom-efficiency. Herein, we report a direct and versatile approach that features the Ir-catalyzed chemoselective reduction of β-amido esters with 1,1,3,3-tetramethyldisiloxane (TMDS). In addition, a lack of some signals was observed in the 13C NMR spectra of some alicyclic β-enamino esters. This revealed a longstanding existing but being ignored phenomenon in the literature.
Alkoxide activation of aminoboranes towards selective amination
Sole, Cristina,Fernandez, Elena
supporting information, p. 11351 - 11355 (2013/11/06)
Piece of the (inter)action: The interaction of alkoxides with the sp 2 Bpin (pin=pinacol) moiety in aminoboranes forms the in situ Lewis acid-base adduct [RO-→B(OR)2-N(R′)2] which enables the amino moiety to react as a strong nucleophile with several electrophiles, thus providing amino alcohols, β-enamino esters, and β-hydroxy amides in a direct and remarkably selective way (see scheme). Copyright
Alkynylation of N-tosylimines with aryl acetylenes promoted by ZnBr 2 and N,N-diisopropylethylamine in acetonitrile
Lee, Ka Young,Lee, Chang Gon,Na, Jeong Eun,Kim, Jae Nyoung
, p. 69 - 74 (2007/10/03)
We found a suitable condition for the effective alkynylation of N-tosylimines with aryl acetylenes. The reaction of N-tosylimines and aryl acetylenes in the presence of ZnBr2 and DIEA (N,N- diisopropylethylamine) in CH3CN afforded the desired N-tosyl propargylamines in moderate to good yields.
Photographic products and processes employing novel nondiffusible 6-(2-thienylazo)-3-pyridinol cyan dye-releasing compounds and precursors thereof
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, (2008/06/13)
Photographic elements, diffusion transfer assemblages and processes are described which employ a novel nondiffusible compound having a releasable 6-(2-thienylazo)-3-pyridinol cyan dye moiety or precursor thereof, the compound containing: (a) in the 3-position of the thienylazo moiety a carboxy group, a salt thereof or a hydrolyzable precursor thereof; and (b) a ballasted carrier moiety which is capable of releasing the diffusible 6-(2-thienylazo)-3-pyridinol dye moiety or precursor thereof under alkaline conditions.
OXIDATION OF TERTIARY AMINES BY HEXACHLOROACETONE
Talley, John J.
, p. 823 - 826 (2007/10/02)
Triethylamine and ethyldiisopropylamine are oxidized by hexachloroacetone.The vinyldialkylamines are acylated by hexachloroacetone, a discussion of the mechanism is presented.
