293744-55-5Relevant academic research and scientific papers
Electrochemical synthesis of isobenzofuran-1-imines using oxidative halocyclization ofo-alkynylbenzamides
Anandhan, Ramasamy,Bhagavathiachari, Muthuraaman,Bhargava Reddy, Mandapati,Peri, Rajagopal
supporting information, p. 6792 - 6796 (2021/08/20)
Electrochemical oxidative 5-exo-dig-oxo-halocyclization ofo-alkynylbenzamides was achieved using readily available NaX (X = Cl, Br and I) salts under mild reaction conditions. The use of a cheap and highly stable sodium halide as a halide ion source is im
Synthesis of 11,12-dihydro benzo[c]phenanthridines via a Pd-catalyzed unusual construction of isocoumarin ring/FeCl3-mediated intramolecular arene-allyl cyclization: First identification of a benzo[c]phenanthridine based PDE4 inhibitor
Ghule, Shailendra S.,Hossain, Kazi Amirul,Kumar, Jetta Sandeep,Mathew, Jessy E.,Mounika, Guntipally,Mudgal, Jayesh,Pal, Manojit,Parsa, Kishore V. L.,Reddy, Gangireddy Sujeevan,Shenoy, Gautham G.,Thirupataiah, B.
supporting information, (2020/03/06)
In spite of their various pharmacological properties the anti-inflammatory potential of benzo[c]phenanthridines remained underexplored. Thus, for the first time PDE4 inhibitory potential of 11,12-dihydro benzo[c]phenanthridine/benzo[c]phenanthridine was a
Palladium-Catalyzed 6-endo-Selective Oxycyclization-Alkene Addition Cascades of ortho-Alkynylarylcarboxamides and α,β-Unsaturated Carbonyl Compounds
Madich, Youssef,álvarez, Rosana,Aurrecoechea, José M.
supporting information, p. 6298 - 6305 (2015/10/06)
Regio- and chemoselective palladium-catalyzed cyclization-coupling cascade reactions between ortho-alkynylarylcarboxamides and methyl vinyl ketone or acrylaldehyde are described. An initial 6-endo-oxypalladation of the triple bond is followed by a C-C cou
Palladium(II)-catalyzed cyclizative cross-coupling of ortho-alkynylanilines with ortho-alkynylbenzamides under aerobic conditions
Yao, Bo,Wang, Qian,Zhu, Jieping
supporting information, p. 12992 - 12996 (2014/01/06)
Born to couple: The Pd(OAc)2-catalyzed reaction of o-alkynylanilines (1) with o-alkynylbenzamides (2) affords the cyclizative cross-coupling products 3 in good to excellent yields. Three bonds are created in the formation of two heterocycles tethered by a tetrasubstituted double bond. Mechanistic studies indicate that the reaction is initiated by aminopalladation with subsequent oxypalladation, N-demethylation, and reductive elimination. Copyright
A CuBr-mediated aerobic reaction of 2-alkynylbenzaldehydes and primary amines: Synthesis of 4-bromoisoquinolones
Too, Pei Chui,Chiba, Shunsuke
supporting information; experimental part, p. 7634 - 7636 (2012/09/25)
A method for synthesis of 4-bromoisoquinolones has been developed starting from 2-alkynylbenzaldehydes and primary amines mediated by CuBr under an O 2 atmosphere, where CuBr plays multiple roles to facilitate the present reactions.
Regio- and stereoselective synthesis of cyclic imidates via electrophilic cyclization of 2-(1-alkynyl)benzamides. A correction
Mehta, Saurabh,Yao, Tuanli,Larock, Richard C.
supporting information, p. 10938 - 10944 (2013/02/22)
The electrophilic cyclization of 2-(1-alkynyl)benzamides affords high yields of cyclic imidates, instead of the previously reported isoindolin-1-ones, where cyclization proceeds on the oxygen of the carbonyl group rather than the nitrogen of the amide fun
Synergistic effect of palladium and copper catalysts: Catalytic cyclizative dimerization of ortho-(1-alkynyl)benzamides leading to axially chiral 1,3-butadienes
Yao, Bo,Jaccoud, Carole,Wang, Qian,Zhu, Jieping
supporting information; experimental part, p. 5864 - 5868 (2012/06/15)
Two is better than one: In the presence of Pd(OAc)2 and Cu(OAc)2, o-(1-alkynyl)benzamides 1 were converted into bis-iminobenzoisofurans with an axially chiral 1,3-diene 2 unit. The coexistence of both Pd and Cu catalysts was found to be essential for both the cyclizative dimerization process and for the observed unusual cyclization mode. Copyright
Highly efficient access to iminoisocoumarins and α-iminopyrones via AgOTf-catalyzed intramolecular enyne-amide cyclization
Bian, Ming,Yao, Weijun,Ding, Hanfeng,Ma, Cheng
supporting information; experimental part, p. 269 - 272 (2010/04/06)
(Chemical Equation Presented) Iminoisocoumarins and α-iminopyrones are prepared via Sonogashira coupling and AgOTf-catalyzed 6-endo-dig O-cyclization of the enyne-amide system in dichloroethane, in one pot or stepwise, respectively.
Product selectivity control in the heteroannulation of o-(1-Alkynyl)benzamides
Bianchi, Gabriele,Chiarini, Marco,Marinelli, Fabio,Rossi, Leucio,Arcadi, Antonio
scheme or table, p. 136 - 142 (2010/06/20)
The selective synthesis of (Z)- or (E)-3-aryl/vinyl/alkylidene-isoindolones, and 2-benzopyran derivatives from o-(1-alkynyl)benzamides by means of a suitable choice of bases or silver catalysis is described.
Dichotomous control of E/Z-geometry in intramolecular cyclization of o-alkynylbenzamide derivatives catalyzed by organic superbase P4-tBu in the presence/absence of water
Kanazawa, Chikashi,Terada, Masahiro
supporting information; experimental part, p. 1668-1672+1637 (2010/07/03)
E/Z does it! An intramolecular cycli-zation reaction of o-alkynylbenzamides that allows dichotomous control of E/Z-geometry has been developed using an organic superbase, P4-tBu, as a catalyst. The presence/absence of water along with the use of an organi
