33583-12-9Relevant articles and documents
General synthesis of pyrido[1,2-a]indoles via Pd-catalyzed cyclization of o-picolylbromoarenes
Chuentragool, Padon,Li, Zhou,Randle, Katrina,Mahchi, Faraj,Ochir, Ishmael,Assaf, Shadi,Gevorgyan, Vladimir
, p. 273 - 277 (2018)
An efficient Pd-catalyzed cyclization of o-picolylbromoarenes into pyridoindoles has been developed. This novel transformation, which proceeds through a not common for Pd catalysis L-to X-type pyridine ligand swap, provides an efficient route to aryl-, as well as to cyanopyrido[1,2-a]indoles, not easily accessible by existing cyclization methods.
Divergent and Orthogonal Approach to Carbazoles and Pyridoindoles from Oxindoles via Indole Intermediates
Mandal, Tirtha,Chakraborti, Gargi,Karmakar, Shilpi,Dash, Jyotirmayee
, p. 4759 - 4763 (2018/08/24)
The previously unexplored Grignard addition to oxindoles provides a regiospecific approach to 2- and 2,3-disubstituted indole derivatives in high yields via a one-pot aromatization driven dehydration pathway. This method allows a convenient preparation of diallyl indoles that are used as ring-closing metathesis (RCM) precursors for the orthogonal synthesis of pyrido[1,2-a]indoles and carbazoles. The synthetic utility of this method is illustrated by the synthesis of a microtubulin inhibitor and naturally occurring carbazole alkaloids.
An efficient synthesis of pyrido[1,2-a]indoles through aza-Nazarov type cyclization
Karthikeyan, Iyyanar,Arunprasath, Dhanarajan,Sekar, Govindasamy
, p. 1701 - 1704 (2015/03/03)
Transition metal free Br?nsted acid mediated synthesis of biologically important pyrido[1,2-a]indole scaffolds through aza-Nazarov type cyclization of readily available diaryl(2-pyridyl)methanol using formic acid has been developed. This methodology has b
Iron-catalyzed C-H bond functionalization for the exclusive synthesis of pyrido[1,2-a]indoles or triarylmethanols
Karthikeyan, Iyyanar,Sekar, Govindasamy
, p. 8055 - 8063 (2015/01/09)
The efficient and selective iron-catalyzed C-H activation of 2-benzhydrylpyridine derivatives was employed for the preparation of pyrido[1,2-a]indoles through an intramolecular C-H amination reaction. In the presence of molecular oxygen as the sole oxidant, the same 2-benzhydrylpyridines were also used for the synthesis of the corresponding tertiary alcohols. In these approaches, the iron catalyst was used to selectively activate the C(sp2)-H bond of 2-benzhydrylpyridine, in the case of the intramolecular ring-closing C-H amination reaction in which the pyridine nitrogen atom was a directing group as well as a nucleophile, and the C(sp3)-H bond of the same compound, in the case of the oxidation reaction to give the corresponding triaryl carbinol.