Abstract
Micellar reaction conditions, in a predominantly aqueous medium, have been developed for transformations commonly used by synthetic chemists working in the pharmaceutical industry to discover and develop drug candidates. The reactions covered in this review are the Suzuki–Miyaura, Miyaura borylation, Sonogashira coupling, transition-metal-catalysed CAr–N coupling, SNAr, amidation, and nitro reduction. Pharmaceutically relevant examples of these applications will be used to show how micellar conditions can offer advantages in yield, operational ease, amount of waste generated, transition-metal catalyst loading, and safety over the use of organic solvents, irrespective of the setting in which they are used.
1 Introduction
2 Micelles as Solubilising Agents
3 Micelles as Nanoreactors
4 Designer Surfactants
5 A Critical Evaluation of the Case for Chemistry in Micelles
6 Scope of Review
7 Suzuki–Miyaura Coupling
8 Miyaura Borylation
9 Sonogashira Coupling
10 Transition-Metal-Catalysed CAr–N Couplings
11 SNAr
12 Amidation
13 Nitro Reduction
14 Micellar Sequences
15 Summary and Outlook
Key words
amphiphile - micelle - pharmaceutical - surfactant - Suzuki–Miyaura - TPGS-750-M