The oxidative cyclization of substituted benzamides with maleimides assisted by 8-aminoquinoline in the presence of a catalytic amount of Co(OAc)2·4H2O provides isoindolone spirosuccinimides in good to excellent yields. The cyclization reaction was compatible with various substituted benzamides and maleimides. A possible reaction mechanism involving the C-H bond activation as a key step was proposed. The competition experiment and deuterium labeling studies were performed to investigate the mechanism of the reaction. © 2017 American Chemical Society.

Masilamani Jeganmohan

Department Of Chemistry

Ramasamy Manoharan

IIT Madras is a public technical and research university located in Chennai, Tamil Nadu. Founded in 1959, it is recognised as an Institute of National Importance.

IIT Madras has been ranked as the top engineering institute in India for four years in a row by the National Institutional Ranking Framework of the MHRD

It currently offers undergraduate, postgraduate and research degrees across 16 disciplines in Engineering, Sciences, Humanities and Management. About 596 faculty belonging to science and engineering departments and centres of the Institute are engaged in teaching, research and industrial consultancy.

IIT Madras

Organic Letters

Maleimide and succinimide core moieties are present in various natural products and pharmaceuticals. In addition, these derivatives can be readily modified into biologically important organic molecules including pyrrolidines and γ-lactams. A transition-metal-catalyzed chelation-assisted functionalization of inert C−H bond of organic molecules with electrophiles or nucleophiles is one of the efficient methods to construct chemical bonds in a highly atom- and step-economical manner. The present review describes the recent advances in the reaction involving maleimides with organic molecules by a chelation-assisted inert C−H bond activation methodology. The reaction involving maleimides with organic molecules having directing groups, such as ketone, acyl, pyridyl, pyrimidyl, oxime, amide, imidate, chromone, azo, N-sulfonyl ketimine, carboxylic acids, and aldimines, were described. The scope, limitation and mechanistic investigation of the alkylation, annulation and alkenylation reactions were discussed elaborately. This review article includes the entire report on the chemical bond-forming reaction of maleimides with organic molecules by the C−H bond activation strategy until the end of 2018. © 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

Asian Journal of Organic Chemistry

Alkylation, Annulation, and Alkenylation of Organic Molecules with Maleimides by Transition-Metal-Catalyzed C-H Bond Activation

Coordination Chemistry Reviews

Cobalt(II)-catalyzed C H functionalization using an N,N′-bidentate directing group

Cobalt-Catalyzed Bis-alkynylation of Amides via Double C–H Bond Activation

ACS Catalysis

Cobalt-Catalyzed C–H Activation

Cobalt-Catalyzed, Aminoquinoline-Directed Functionalization of Phosphinic Amide sp2 C–H Bonds

Copper-Catalyzed Formal [4 + 1] Cycloaddition of Benzamides and Isonitriles via Directed C–H Cleavage

Cobalt-Catalyzed Oxidative Cyclization of Benzamides with Maleimides: Synthesis of Isoindolone Spirosuccinimides

Journal	Data powered by TypesetOrganic Letters
Publisher	Data powered by TypesetAmerican Chemical Society
ISSN	15237060
Open Access	No