Benzothiazoles from Condensation of o-Aminothiophenoles with Carboxylic Acids and Their Derivatives: A Review
Open Access
Abstract
Nowadays, organic chemists are interested in the field of heterocyclic chemistry due to its use in the synthesis of a great variety of biologically active compounds. Heterocyclic compounds are widely found in nature and are essential for life. Among these, some natural nitrogen containing heterocyclic compounds have been used as chemotherapeutic agents. Their attachment to sugar molecules either as thioglycosides or as nucleosides analogues plays an important role in vital biological processes as well as in synthetic organic chemistry. Molecules containing benzothiazole (BT) nuclei are of this interesting class of compounds because some of them have been found to have a wide variety of biological activities. In this sense, we selected this topic to review and to then summarize the procedures related to the condensation reactions of o-aminothiophenoles (ATPs) as well as their disulfides with carboxylic acids, esters, orthoesters, acyl chlorides, amides, and nitriles. The condensation reactions with carbon dioxide (CO2) are included. Conventional methods with the use of acid and metal catalysts as well as recent green techniques, such as microwave irradiation, the use of ionic liquids, and ultrasound (US) chemistry, which have proven to have many advantages, were found in the review.Keywords
Funding Information
- Instituto Politécnico Nacional (SIP 20210756)
This publication has 190 references indexed in Scilit:
- New bifunctional metalloproteinase inhibitors: an integrated approach towards biological improvements and cancer therapyJournal of Inorganic Biochemistry, 2013
- Structure–activity relationship studies of SYA 013, a homopiperazine analog of haloperidolBioorganic & Medicinal Chemistry, 2012
- Erythrazoles A–B, Cytotoxic Benzothiazoles from a Marine-DerivedErythrobactersp.Organic Letters, 2011
- Syntheses and evaluation of fluorinated benzothiazole anilines as potential tracers for β-amyloid plaques in Alzheimer's diseaseJournal of Fluorine Chemistry, 2008
- Synthesis and Biological Activity of N-Substituted-3-chloro-2-azetidinonesMolecules, 2007
- Synthesis and in vitro Evaluation of New Benzothiazole Derivatives as Schistosomicidal AgentsMolecules, 2007
- Synthesis of New Cyano-Substituted bis-Benzothiazolyl Arylfurans and ArylthiophenesMolecules, 2003
- Clay Catalysis: Condensation of Orthoesters with O-Substituted Aminoaromatics into HeterocyclesSynthetic Communications, 1996
- A General and Efficient Synthesis of 2-Phenylbenzothiazoles From Diphenyl DisulfidesSynthetic Communications, 1993
- 1-Methyl-2-Pyrrolidinone : A Well-Adapted Solvent in the Benzothiazoles SynthesisSynthetic Communications, 1990