An efficient cobalt(III)-catalyzed intramolecular cross-dehydrogenative C−H/N−H coupling of ortho-alkenylanilines has been developed utilizing O2as a terminal oxidant. The developed reaction tolerates various reactive functional groups and allows the synthesis of diverse indole derivatives in good to excellent yields. The method was successfully extended to the synthesis of benzofurans through the intramolecular cross-dehydrogenative C−H/O−H coupling of ortho-alkenylphenols. © 2016 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

Pazhamalai Anbarasan

Department Of Chemistry

Jayanta Ghorai

Angula Chandra Shekar Reddy

Activation analysis

catalysis

Polycyclic aromatic hydrocarbons

Benzofurans

C-H activation

CROSS DEHYDROGENATIVE COUPLINGS

Efficient synthesis

Indole

Indole derivatives

REACTIVE FUNCTIONAL GROUPS

Terminal oxidants

Cobalt

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

Chemistry - A European Journal

Transition-metal-catalyzed C−H bond functionalization has emerged as a powerful tool in contemporary organic synthesis. In this aspect, precious metal-based high-valent catalysts have been extensively studied. In the past decade, earth-abundant high-valent Cp*Co(III)-catalysts have emerged as a promising alternative to the expensive transition metals, providing unique selectivity and reactivity. In this Minireview, we summarized important progresses in the area of Cp*Co(III)-catalyzed C−H bond functionalization until 2017. © 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

Asian Journal of Organic Chemistry

Developments in Cp*Co III -Catalyzed C−H Bond Functionalizations

Efficient and general copper catalyzed oxidative cyclization of ortho-vinylaniline has been accomplished employing N-tosylhydrazone as coupling partner. Various substituted quinoline derivatives of biological importance were achieved in good to excellent yield. The important features are the high functional group tolerates, up-gradation to gram scale synthesis and possible one-pot synthesis of quinoline from corresponding carboxaldehyde. Synthetic potential of the obtained quinoline derivatives was demonstrated through C-H bond functionalization reaction. Furthermore, preliminary mechanistic investigation revealed the possible generation of non-stabilized diazo compound and imine derivative as potential intermediates as well as copper catalyzed electrocyclic reaction and oxidative aromatization. © 2018 Elsevier Inc.

Journal of Catalysis

Copper catalyzed oxidative coupling of ortho-vinylanilines with N-tosylhydrazones: Efficient synthesis of polysubstituted quinoline derivatives

The cobalt(III)-catalyzed chelation-assisted allylation of arene C–H bonds was accomplished by employing allyl carbonates. The important features of the present reaction include the use of directing groups such as pyrazoles and pyridines, wide functional-group tolerance, and the synthesis of various allylated (hetero)arenes in good to excellent yields. On the basis of the observations, a plausible mechanism is also proposed involving the formation of a π-allyl species. © 2017 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim

European Journal of Organic Chemistry

Cobalt(III)-Catalyzed Allylation of Arene C–H Bonds

Efficient and selective rhodium-catalyzed cyanation of chelation-assisted C-H bonds of alkenes has been accomplished using environmentally benign N-cyano-N-phenyl-p-methylbenzenesulfonamide (NCTS) as a cyanating reagent. The developed methodology tolerates various functional groups and allows the synthesis of diverse substituted acrylonitriles in good to excellent yields. Furthermore, the potential of the methodology was demonstrated through the formal synthesis of chlorpheniramine-based antagonist. © 2015 American Chemical Society.

Organic Letters

Rhodium-Catalyzed Cyanation of C(sp2)-H Bond of Alkenes

An efficient rhodium catalyzed direct arylation of α-diazoimines, generated from readily accessible 1,2,3-triazole, has been accomplished for the synthesis of 2,2-diaryl enamides. The reaction involves the chemo- and regioselective insertion of rhodium azavinyl carbene into aromatic C(sp 2)-H bonds. Utility of the developed methodology was demonstrated in the synthesis of indole and tetrahydroisoquinoline frameworks. © 2014 American Chemical Society.

Rhodium catalyzed direct arylation of α-diazoimines

Cooperative Co(III)/Cu(II)-Catalyzed C–N/N–N Coupling of Imidates with Anthranils: Access to 1H-Indazoles via C–H Activation

Advanced Synthesis & Catalysis

(Pentamethylcyclopentadienyl)cobalt(III)-Catalyzed Oxidative [4+2] Annulation of NH Imines with Alkynes: Straightforward Synthesis of Multisubstituted Isoquinolines

A Comparative Investigation: Group 9 Cp*M(III)-Catalyzed Formal [4 + 2] Cycloaddition as an Atom-Economic Approach to Quinazolines

Cobalt(III)-Catalyzed Intramolecular Cross-Dehydrogenative C−H/X−H Coupling: Efficient Synthesis of Indoles and Benzofurans

Journal	Data powered by TypesetChemistry - A European Journal
Publisher	Data powered by TypesetWiley-VCH Verlag
ISSN	09476539
Open Access	No