scispace - formally typeset
Search or ask a question
Author

K. K. Balasubramanian

Bio: K. K. Balasubramanian is an academic researcher from Indian Institute of Technology Madras. The author has contributed to research in topics: Aryl & Ferrier rearrangement. The author has an hindex of 10, co-authored 28 publications receiving 280 citations.

Papers
More filters
Journal ArticleDOI
TL;DR: A short and straightforward route has been accomplished for the synthesis of C-2-formyl glycals by a Vilsmeier-Haack reaction of glycals.

52 citations

Journal ArticleDOI
TL;DR: In this paper, a short and facile entry to the 2, 3-unsaturated O-aryl glyco sides via microwave induced Ferrier rearrangement of acetylated glucal is reported.

31 citations

Journal ArticleDOI
TL;DR: In this paper, the synthesis of tri-O-benzyl-2-C-acetoxymethyl glycals and subsequent Ferrier rearangement to give 2C-methylene glycosides is described.
Abstract: Syntheis of tri-O-benzyl-2-C-acetoxymethylglycals and subsequent Ferrier rearangement to give 2-C-methylene glycosides is described.

24 citations

Journal ArticleDOI
TL;DR: In this paper, aryl radicals were generated by cathodic reduction of the carbon-iodine bond of N-(2-iodophenyl)-N-alkylcinnamides and their intramolecular cyclisation.
Abstract: In recent years, intramolecular aryl radical cyclisation has emerged as a useful route for the synthesis of benzannulated heterocycles and carbocycles. The aryl radicals are generated in situ from aryl halides (iodides or bromides) with tributylstannyl hydride–AIBN, SmI2, Co(I) or under photochemical conditions. The present work envisages the generation of aryl radicals by cathodic reduction of the carbon–iodine bond of N-(2-iodophenyl)-N-alkylcinnamides and their intramolecular cyclisation. The cathodic reduction of N-(2-iodophenyl)-N-alkylcinnamides under deaerated conditions in DMF gave 1-alkyl-3-benzylindolin-2-ones regioselectively and in the presence of oxygen yielded surprisingly 1-alkyl-3-hydroxy-3-benzylindolin-2-ones. Both these products were formed by a 5-exo-trig process in good yields. A mechanism for the formation of the products has been proposed through the use of cyclic voltammetry, coulometry and controlled-potential electrolysis as well as deuterium labelling.

20 citations

Journal ArticleDOI
TL;DR: In this article, a facile Claisen rearrangement in N,N-diethylaniline/o-dichlorobenzene was proposed to give flav-3-enes in good yields.

18 citations


Cited by
More filters
Journal ArticleDOI

1,321 citations

Journal ArticleDOI
TL;DR: This review provides an overview on the use of anodic electrochemical methods for expediting the development of carbon-hydrogen functionalization and carbon-nitrogen bond formation strategies and aims to provide inspiration for future synthetic applications in the field of electrosynthesis.
Abstract: Conventional methods for carrying out carbon–hydrogen functionalization and carbon–nitrogen bond formation are typically conducted at elevated temperatures, and rely on expensive catalysts as well as the use of stoichiometric, and perhaps toxic, oxidants. In this regard, electrochemical synthesis has recently been recognized as a sustainable and scalable strategy for the construction of challenging carbon–carbon and carbon–heteroatom bonds. Here, electrosynthesis has proven to be an environmentally benign, highly effective and versatile platform for achieving a wide range of nonclassical bond disconnections via generation of radical intermediates under mild reaction conditions. This review provides an overview on the use of anodic electrochemical methods for expediting the development of carbon–hydrogen functionalization and carbon–nitrogen bond formation strategies. Emphasis is placed on methodology development and mechanistic insight and aims to provide inspiration for future synthetic applications in the field of electrosynthesis.

626 citations

Journal ArticleDOI
TL;DR: The purpose of this critical review is to highlight the advances in this general area by presenting such newer applications in organic synthesis by presenting microwave, ultrasound, sunlight, mechanochemical mixing and other alternative means of activation.
Abstract: Microwave, ultrasound, sunlight and mechanochemical mixing can be used to augment conventional laboratory techniques. By applying these alternative means of activation, a number of chemical transformations have been achieved thereby improving many existing protocols with superior results when compared to reactions performed under traditional conditions. The purpose of this critical review is to highlight the advances in this general area by presenting such newer applications in organic synthesis (175 references).

434 citations