Recent advances in the application of the Sonogashira method in the synthesis of heterocyclic compounds

An iron-catalyzed intramolecular alkyne−aldehyde metathesis strategy of the alkynyl ether of salicylaldehyde derivatives has been developed which works under mild reaction conditions to produce the functionalized 2H-chromene derivatives. This protocol is compatible toward a wide range of functional groups, such as methoxy, fluoro, chloro, bromo, and phenyl groups. This method provides an atom-economical and environmentally friendly approach for the synthesis of a series of substituted 2H-chromenes.

Iron-Catalyzed Synthesis of Functionalized 2H-Chromenes via Intramolecular Alkyne−Carbonyl Metathesis

Benzofuran itself is an oily chemical compound, extracted from coal tar, which is converted into a synthetic resin, used in different industries. Several derivatives of benzofuran occur naturally in some plants and are the scaffold in several natural products. However, most of them are synthesized via different synthetic routes. In this chapter, we try to highlight the recent advances in the synthetic approaches to this important heterocyclic system and wide variety of its derivatives.

Recent Advances in the Synthesis of Benzo[b]furans

Novel [2]rotaxanes based on the recognition of pillar[5]arenes to an alkane functionalized with triazole moieties

A diphenylphosphinoyl radical-initiated sequential reaction of 1,4-diaryl-1-butynes and analogues is developed for the synthesis of 2-phosphinoylated 3,4-dihydronaphathalenes and related compounds.

Manganese(III)-Mediated Selective Diphenylphosphinoyl Radical Reaction of 1,4-Diaryl-1-butynes for the Synthesis of 2-Phosphinoylated 3,4-Dihydronaphathalenes

A simple approach to highly functionalized benzo[b]furans from phenols and aryl iodides via aryl propargyl ethers

A variety of mono- and disubstituted phenols are alkylated with propargyl bromide to give phenyl 2-propynyl ethers, which were further coupled with aryl iodides under Sonogashira reaction conditions to give 3-phenoxy-1-aryl-1-propyne derivatives. The latter compounds underwent an initial Claisen rearrangement followed by ring closure to give functionalized benzo[ b ]furans in moderate to good yields.

Ramanatham Vinodkumar

Papers

A simple approach to highly functionalized benzo[b]furans from phenols and aryl iodides via aryl propargyl ethers

A Simple Approach to Highly Functionalized Benzo[b]furans from Phenols and Aryl Iodides via Aryl Propargyl Ethers.