51089-64-6Relevant academic research and scientific papers
Electrooxidative Ruthenium-Catalyzed C?H/O?H Annulation by Weak O-Coordination
Qiu, Youai,Tian, Cong,Massignan, Leonardo,Rogge, Torben,Ackermann, Lutz
supporting information, p. 5818 - 5822 (2018/05/14)
Electrocatalysis has been identified as a powerful strategy for organometallic catalysis, and yet electrocatalytic C?H activation is restricted to strongly N-coordinating directing groups. The first example of electrocatalytic C?H activation by weak O-coo
Pd/C-catalyzed synthesis of N-aryl and N-alkyl isoquinolones via C[sbnd]H/N[sbnd]H activation
Shu, Zhen,Guo, Yuntao,Li, Wei,Wang, Baiquan
, p. 292 - 297 (2017/09/30)
Pd/C-catalyzed direct synthesis of N-aryl and N-alkyl isoquinolones was developed via the annulation reactions of benzamides and alkynes in high yields (up to 99%) through the cleavage of C[sbnd]H/N[sbnd]H bonds. The reaction was ligand-free and air was used as oxidant. High regioselectivities were found when unsymmetrical alkynes or meta-benzamides were used as substrates. The heterocyclic carboxamide substrates, such as furan and thiophene derivatives, also afforded the corresponding products in high yields.
Additive effects in the palladium-catalyzed carboiodination of chiral N-allyl carboxamides
Petrone, David A.,Yoon, Hyung,Weinstabl, Harald,Lautens, Mark
, p. 7908 - 7912 (2014/08/05)
The use of Pd catalysis as a means to synthesize organic halides has recently received increased attention. Among the reported methods is the Pd-catalyzed carboiodination, which uses extremely bulky ligands to facilitate carbon-halogen reductive eliminati
Ruthenium-catalyzed oxidative annulation by cleavage of C-H/N-H bonds
Ackermann, Lutz,Lygin, Alexander V.,Hofmann, Nora
supporting information; experimental part, p. 6379 - 6382 (2011/09/12)
Bond activation in action: Unprecedented ruthenium-catalyzed oxidative annulations of alkynes through cleavage of C-H bonds set the stage for an efficient 1(2H)-isoquinolone synthesis with ample scope (see scheme; tAm=tert-amyl). Mechanistic studies provided strong evidence for a rate-limiting C-H bond metalation through carboxylate assistance. Copyright
Regiochemistry in aryl radical cyclisations (5-exo versus 6-endo) of N-vinylic 2-iodobenzamides
Ishibashi, Hiroyuki,Ohata, Kohei,Niihara, Michiyo,Sato, Tatsunori,Ikeda, Masazumi
, p. 547 - 554 (2007/10/03)
Bu3SnH-mediated aryl radical cyclisations of a range of N-vinylic 2-iodobenzamides 10 were examined. The enamides 10a-d gave exclusively the 5-exo cyclisation products 11a-d, whereas the enamides 10e,f having a phenyl substituent on the vinylic carbon ato
Synthesis of 3-Phenylisoquinolones by Reaction of Simple Pyrroline-2,3-diones with Benzyne. New Mechanistic Considerations
Cobas, Agustin,Guitian, Enrique,Castedo, Luis
, p. 3113 - 3117 (2007/10/02)
3-Phenylisoquinolones were obtained by cycloaddition of benzyne to 5-phenylpyrroline-2,3-diones.New mechanistic hypotheses for these transformations are discussed.
The Chemistry of Phthalide-3-carboxylic Acid. VI The Stereochemistry of Some 3-Amino(aryl)methylphthalides and the Derived 3-Aryl-4-hydroxy-3,4-dihydroisoquinolin-1(2H)-ones
Collins, Peter R.,Janowski, Wit K.,Prager, Rolf H.
, p. 549 - 560 (2007/10/02)
The isomeric 3-isobenzofuran-1(3H)-ones, of known configuration, have been converted into the corresponding amino and dimethylamino compounds with inversion of configuration, and hence the stereochemistry of these compounds has been
Reactions of Glutaconic and Homophthalic Anhydrides with Imidates, Imidoyl Chlorides, and 1-Chloroisoquinoline
Stanoeva, Elena,Haimova, Marietta,Ognyanov, Vassil
, p. 389 - 394 (2007/10/02)
Glutaconic anhydride (9) reacts with N-substituted benzimidoyl chlorides 3 to give the corresponding (Z)-3-pyrandiones 12, whereas with 1-chloroisoquinoline (4) the benzoquinolizinone 13 is obtained.The reactions of α-methylhomophthalic anhydride (10) with 3 and the imidate 7 lead to the 1(2H)-isoquinolinones 14 and 19, respectively, and with 4 to the 13-methyldibenzoquinolizinone 15.The interaction of homophthalic anhydrides 1a, b with 3 aiming at the preparation of α-condensation products is investigated.
