25521-74-8Relevant articles and documents
Diastereoselective synthesis of (2S*)-2-[(R*)-1H-indol-3-yl(phenyl)methyl]-2,3-dihydro-1H-inden-1-one
Semenov, Boris B.,Novikov, Kirill A.,Lysenko, Konstantin A.,Kachala, Vadim V.
, p. 3479 - 3483 (2006)
Double asymmetric induction in Michael reactions has been studied. Enantioselective alkylation of a cyclic ketone (1-indanone) with α-phenyl-nor-gramine was carried out. The relative configuration of (2S*)-2-[(R*)-1H-indol-3-yl(pheny
Access to 1,2-dihydroisoquinolines through gold-catalyzed formal [4+2] cycloaddition
Xin, Zhuo,Kramer, Soren,Overgaard, Jacob,Skrydstrup, Troels
supporting information, p. 7926 - 7930 (2014/07/07)
A new synthetic route to the privileged 1,2-dihydroisoquinolines is reported. This method, which relies on a gold-catalyzed formal [4+2] cycloaddition between ynamides and imines, provides a new retrosynthetic disconnection of the 1,2-dihydroisoquinoline core by installing the 1,8a C-C and 2,3 C-N bonds in one step. Both aldimines and ketimines can be used as substrates. In addition, one example of dihydrofuropyridine synthesis is also demonstrated. Heterocycles: A new synthetic route to the privileged 1,2-dihydroisoquinolines is reported. This method, which relies on a gold-catalyzed formal [4+2] cycloaddition between ynamides and imines, provides a new retrosynthetic disconnection of the 1,2-dihydroisoquinoline core by installing the 1,8a C-C and 2,3 C-N bonds in one step. Both aldimines and ketimines can be used as substrates. In addition, one example of dihydrofuropyridine synthesis is also demonstrated (see scheme).
o-Iodoxybenzoic Acid (IBX) as a Viable Reagent in the Manipulation of Nitrogen- and Sulfur-Containing Substrates: Scope, Generality, and Mechanism of IBX-Mediated Amine Oxidations and Dithiane Deprotections
Nicolaou,Mathison, Casey J. N.,Montagnon, Tamsyn
, p. 5192 - 5201 (2007/10/03)
o-Iodoxybenzoic acid (IBX), a highly versatile hypervalent iodine(V) reagent, was found to efficiently mediate the dehydrogenation of amines in addition to facilitating the oxidative cleavage of dithioacetals and dithioketals. Through the development of relevant IBX-based protocols, a plethora of useful synthetic intermediates, including imines, oximes, ketones, and aromatic N-heterocycles, were found to be readily accessible under notably mild conditions. Further investigation of these transformations led to the elucidation of valuable mechanistic details, resulting in the conclusion that they proceed via ionic rather than single electron transfer (SET) pathways.