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
, 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.
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
, 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
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
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
