133886-40-5Relevant articles and documents
One-pot approach to access 2H-pyran-2-ones bearing an amino group via the Pd-catalyzed Sonogashira coupling of (Z)-3-iodovinylic esters followed by intramolecular iodocyclization
Mayooufi, Atef,Romdhani-Younes, Moufida,Jacquemin, Johan,Thibonnet, Jér?me
, (2019)
A one‐pot sequence of Sonogashira coupling and iodocyclization afforded novel amino-containing trisubstituted 2H-pyran-2-ones in good yields. This transformation proceeds via 1) synthesis of an ynenoic ester intermediate by a Sonogashira coupling reaction with an N-substituted (Z)-3-iodovinylic ester; 2) intramolecular iodocyclization of the latter intermediate under mildly basic conditions. The flexibility of this strategy enables the efficient syntheses of a variety of substituted 2H-pyran-2-ones.
Intermolecular transition metal-catalyzed [4 + 2 + 2] cycloaddition reactions: A new approach to the construction of eight-membered rings
Evans, P. Andrew,Robinson, John E.,Baum, Erich W.,Fazal, Aleem N.
, p. 8782 - 8783 (2002)
Transition metal-catalyzed cycloaddition reactions represent powerful methods for the construction of complex polycyclic systems. We have developed a new intermolecular metal-catalyzed [4 + 2 + 2] cycloaddition of heteroatom-tethered enyne derivatives wit
A Free Radical Cyclization Catalyzed by Ruthenium Hydride Species
Kim, Rira,Kwon, Kuktae,Lee, Hee-Yoon
, p. 3909 - 3913 (2021/10/23)
A photolytically generated ruthenium hydride species catalyzing a free radical cyclization reaction was developed. As the new methodology ensures reproducibility of the free radical reaction of trialkyltin hydrides and a fast hydrogen transfer to the radical intermediates, the methodology provides fast quenching of radical intermediates and thus suppresses rearrangement of radical intermediates before the hydride quench. By offering new reactivity and selectivity to the trialkyltin hydride mediated free radical cyclization reactions, the methodology will find wide range of applications in organic synthesis.
Cobalt-Catalyzed Enantioselective Hydroarylation of 1,6-Enynes
Whyte, Andrew,Torelli, Alexa,Mirabi, Bijan,Prieto, Liher,Rodríguez, José F.,Lautens, Mark
, p. 9510 - 9517 (2020/05/18)
An asymmetric hydroarylative cyclization of enynes involving a C-H bond cleavage is reported. The cobalt-catalyzed cascade generates three new bonds in an atom-economical fashion. The products were obtained in excellent yields and excellent enantioselectivities as single diastereo- and regioisomers. Preliminary mechanistic studies indicate that the reaction shows no intermolecular C-H crossover. This work highlights the potential of cobalt catalysis in C-H bond functionalization and enantioselective domino reactivity.
Atom-Economical Ni-Catalyzed Diborylative Cyclization of Enynes: Preparation of Unsymmetrical Diboronates
Cabrera-Lobera, Natalia,Quirós, M. Teresa,Brennessel, William W.,Neidig, Michael L.,Bu?uel, Elena,Cárdenas, Diego J.
supporting information, p. 6552 - 6556 (2019/08/20)
We report a Ni-catalyzed diborylative cyclization of enynes that affords carbo- and heterocycles containing both alkyl- and alkenylboronates. The reaction is fully atom-economical, shows a broad scope, and employs a powerful and inexpensive catalytic Ni-b