Polystyrene‐Supported 1,5,7‐Triazabicyclo[4.4.0]dec‐5‐ene as an Efficient and Reusable Catalyst for the Thiolysis of 1,2‐Epoxides under Solvent‐Free Conditions

Abstract

Polystyrene-supported 1,5,7-triazabicyclo[4.4.0]dec-5-ene (PS-TBD) is an effective basic catalyst for the thiolysis of the 1,2-epoxides 1a-e by the aryl-and alkyl-substituted thiols 2A-E under solvent-free conditions while its activity is remarkably reduced in MeCN. The reactions are totally antidiastereoselective and generally highly C-β regioselective.

Amberlite IRA900F as a Solid Fluoride Source for a Variety of Organic Transformations under Solvent‐Free Conditions

“…In the last few years, we have been contributing in this field and we have demonstrated that solvent‐free conditions (SolFC) have beneficial effects on some organic transformations,7 such as Michael additions,7a,7j oxirane ring‐opening reactions,7e,7f Diels–Alder reactions,7g–7i and [3+2]7c,7d and 1,3‐dipolar7b cycloadditions allowing the chemically and environmentally efficient preparation of target molecules such as 1 H ‐1,2,3‐triazoles, 1 H ‐tetrazoles, biphenyl‐2‐ylcarbonitriles, and benzo[ e ]1,4‐oxathiepin‐5‐ones among others.…”

Definition of green synthetic tools based on safer reaction media, heterogeneous catalysis, and flow technology

“…We have used flow technology as an effective mixing technology in the combination of heterogeneous catalysts (organic and organometallic) and green reaction media such as azeotropes, water and also solventfree conditions proving that with this approach the chemical efficiency as well as the greenness of a synthetic methodology can be effectively maximized and some examples will be described below [66,[69][70][71][72][73][74][75][76][77][78].…”

Polymer‐Supported Organosuperbases

“…The PS-TBD catalyst has been shown to be effective for epoxide ring opening reactions with several nucleophiles such as thiols under solvent free conditions [37,78] (Scheme 6.21). In this case, the reusability of the catalyst was also established without a significant loss of reactivity and selectivity.…”