2314-79-6Relevant articles and documents
Photoredox/Cobalt-Catalyzed C(sp3)-H Bond Functionalization toward Phenanthrene Skeletons with Hydrogen Evolution
Guo, Jia-Dong,Yang, Xiu-Long,Chen, Bin,Tung, Chen-Ho,Wu, Li-Zhu
supporting information, p. 9627 - 9632 (2020/12/21)
The first example of photoredox strategy for synthesis of phenanthrene skeletons through C(sp3)-H functionalization under external oxidant-free conditions is achieved. This transformation relies on the keto-enol tautomerism of 1,3 dicarbonyl moiety, i.e., the enol form of 1,3-dicarbonyl derivatives with relatively lower oxidation potential can be activated by the excited acridinium photocatalyst. The electron and proton eliminated from the substrate are immediately captured by a cobaloxime catalyst to exclusively afford a-carbonyl radical for highly substituted 10-phenanthrenols in good to excellent yields.
Synthesis of novel N-aryl-3-dialkylamino-4-substituted maleimides
Patil, Nilesh S.,Deshmukh, Ganesh B.,Mahale, Keshao A.,Gosavi, Kirankumar S.,Patil, Sambhaji V.
, p. 272 - 278 (2015/03/04)
The syntheses of several novel 3-dialkylamino-N-aryl-maleimides 3a-i and 6 are described via a conjugate elimination addition-elimination pathway. Syntheses of their various 4-substituted derivatives 4a-i, 5a-c and 7-12 are also described. Introduction of a secondary amino group at C-3 position in N-arylmaleimides leads to the formation of enaminones 3a-i and 6, which undergo facile electrophilic substitutions at C-4 position in good to excellent yields to provide the highly functionalized maleimides 4a-i, 5a-c and 7-12.
An expeditious synthesis of imides from phthalic, maleic and succinic anhydrides and chemoselective C=C reduction of maleic amide esters
Kumar, Padam Praveen,Reddy, Y. Dathu,Kumari, Y. Bharathi,Devi, B. Rama,Dubey
, p. 392 - 398 (2014/05/06)
Phthalic, maleic and succinic anhydrides have been reacted with aromatic amines to obtain the corresponding monoacid monoamides. The latter have been each transformed into the corresponding cyclic imide derivatives by treating with SOCl2. Alternatively, anhydrides have been reacted with methanolic KOH to obtain monomethyl ester derivatives which on reaction with aromatic amines in the presence of EDC. HCl and HOBt give cyclic imide derivatives. Reaction of monoacid monoamides independently, with SOCl 2 at 0-5°C give the monoamide monoester derivatives. Treatment of monoamide monoester of malic anhydride with NaBH4 leads to the unusual reduction of C=C grouping as well as the carbonyl group of the ester group to from monoamide monoalcohol of succinic anhydride. Preparation of monoamide monoalcohol of succinic anhydride can also be achieved by chemoselective reduction of monoamide monoester of malic anhydride with Mg turnings yielding monoamide monoester of succinic anhydride followed by reduction of the latter with NaBH4.
