3-Sulfolenes and Their Derivatives: Synthesis and Applications

Abstract

The diverse substitution patterns available to 3-sulfolenes have long made them useful for the preparation of multi-substituted 1,3-diene equivalents. More recently, the 3-sulfolene motif itself (or its reduced sulfolane congener) is finding increasing application as a structural element in the creation of molecules for biological applications. This review describes various methods to afford 3-sulfolene building blocks and their derivatives. Selected applications in synthetic and medicinal chemistry are also discussed. 1 Introduction 2 The Preparation of Monocyclic Sulfolene Building Blocks 2.1 Sulfolenes through Electrophilic Addition 2.1.1 Sulfolenes through Nucleophilic Addition to 4-Bromo-2-sulfolene 2.2 Sulfolenes through Oxidation of a Thiol Precursor 2.3 Sulfolenes through Noble Metal Catalysis 2.4 Sulfolenes through Deprotonation Followed by Alkylation 3 Synthesis of Bicyclic Sulfolenes and Their Derivatives 3.

All in One ‐ Complete Issue: ChemInform 12/2016

“…The low electronic and ionic conductivity is discussed to be responsible for the potential gap of 2.5 V between charge and discharge, the latter is also supported by DFT calculations. These findings illustrate the feasibility to use alkali and alkaline earth metal carbides as high-capacity electrode materials for second- 3 and Mo in aq. HF (autoclave, 240 C, 1 d; 35% yield).…”

“…-A fast and mild conversion of coumarin to 3-trifluoromethyl-coumarin in a continuous flow reactor using inexpensive sodium triflate as the trifluoromethylation reagent is developed. This method takes a shorter reaction time than the batch reaction and proceeds well for a wide range of substituted coumarins under air using stable CF3 SO 2 Na as the trifluoromethyl reagent. -(ZHANG, X.; HUANG, P.; LI*, Y.; DUAN, C.; Org.…”

Synthesis and Plant Growth Regulatory Activity of 3-Sulfolene Derivatives

“…We were encouraged by the fact that compounds possessing a cyclic sulfone core have reached preclinical or clinical trials: H 1 receptor antagonists, compounds with analgesic, antipsychotic, HIV-1 protease/neuraminidase inhibitory and remarkable plant growth regulatory activity ( Fig. ) [1,2]. Increasing the yield of grain crops as well as enhancing the 1 Oles Honchar Dnipro National University, 72, Gagarina Ave., 49010 Dnipro, Ukraine 2 Dnipro State Agrarian and Economic University, 25, S. Efremova St., 49000 Dnipro, Ukraine * palchikoff82@gmail.com Ó Palchykov V., Khromykh N., Lykholat Yu., Mykolenko S., 2019 plant resistance to biotic and abiotic stresses remains an urgent task, despite a wide range of means in the arsenal of farmers.…”