207278-66-8Relevant articles and documents
Br?nsted Base-Catalyzed Umpolung Intramolecular Cyclization of Alkynyl Imines
Kondoh, Azusa,Terada, Masahiro
, p. 3998 - 4001 (2018/03/23)
A novel “umpolung” intramolecular cyclization of alkynyl imines, in which the electrophilic imine sp2-carbon formally serves as a nucleophilic site, was developed under Br?nsted base catalysis. The reaction involves the unprecedented catalytic generation of α-aminoester enolates from α-iminoesters via the 1,2-addition of the anion of a secondary phosphite to an imine moiety followed by the [1,2]-rearrangement of a dialkoxyphosphoryl moiety from carbon to nitrogen, which is a formal umpolung process, and the intramolecular addition to an alkyne. This is a rare example of a [1,2]-rearrangement of a dialkoxyphosphoryl moiety from carbon to nitrogen to generate an α-amino carbanion and the first catalytic carbon–carbon bond forming reaction utilizing the resulting carbanion as a nucleophile.
Triflic acid-promoted cycloisomerization of 2-alkynylphenyl isothiocyanates and isocyanates: A novel synthetic method for a variety of indole derivatives
Saito, Takao,Sonoki, Yoshihiko,Otani, Takashi,Kutsumura, Noriki
supporting information, p. 8398 - 8407 (2014/12/10)
A new approach towards the synthesis of indole derivatives via triflic acid-promoted cycloisomerization with rearrangement of 2-(alkyn-1-yl)phenyl isothiocyanates and 2-(alkyn-1-yl)phenyl isocyanates has been achieved. By this methodology, structurally di
Efficient regioselective synthesis of indole N-carboximidamides and N-carboximidoates by a sequential aza-wittig/Ag(I)-catalyzed cyclization
Huang, Nian-Yu,Liu, Ming-Guo,Ding, Ming-Wu
supporting information; experimental part, p. 6874 - 6877 (2009/12/07)
(Chemical Equation Presented) An efficient Ag(I)-catalyzed regioselective cyclization of (2-alkynylphenyl)guanidine or (2-alkynylphenyl)isourea to indole N-carboximidamides or N-carboximidoates has been developed. The approach has the advantages of high regioselectivity, mild reaction conditions, easily accessible starting materials, and good yields. 2009 American Chemical Society.
