Science of Synthesis Knowledge Updates 2017
In 2017, 33 updated, revised and new contributions have been published as part of the Science of Synthesis Knowledge Updates. Highlights include:
- A major update on the synthesis of pyrazoles (Götzinger, A. C. and Müller, T. J. J.). These heterocycles feature significantly in pharmaceuticals and other biologically active molecules and are also increasingly used as ligands in coordination chemistry. Important advances have been made in the regioselective synthesis of pyrazoles in recent years and significant improvements have been made to pre-existing methods, allowing the use of milder reaction conditions and an extended substrate scope.
- An update on enol ethers (Bartels, F., Zimmer, R., and Christmann, M.), presenting improvments and extensions of classical approaches to the synthesis of this key functional group as well as recently developed metal-catalyzed methods. The applications of these methods in natural product synthesis are also highlighted.
- An update on the Mannich Reaction (Schneider, C. and Sickert, M.). Now over 100 years old, this reaction is still one of the most fundemental and useful C—C bond-forming reactions, giving highly versatile β-amino carbonyl compounds. This review predominantly focuses on recent developments in catalytic enantioselective and diastereoselective processes of direct, indirect, and vinylogous Mannich reactions using both metal-based catalysts as well as organocatalysts.
- A new chapter on gold-catalyzed cycloaddition reactions (D. Qian and J. Zhang), an area that has attracted a tremendous amount of interest in recent years.
- Several chapters on the synthesis of various important silicon-based reagents including a major review of silylboron reagents (L. B. Delvos and M. Oestreich), updates on silyllithiums and other silyl alkali metal reagents (C. Kleeberg), silyl sulfides and selenides (A. Baker and T. Wirth), and silyl cyanides (Y. Nishimoto, M. Yasuda, and A. Baba), as well as a new chapter on silanols (A. M. Hardman-Baldwin and A. E. Mattson).
- Several new chapters on azaindole derivatives (J.-Y. Mérour and B. Joseph) that complement the recent major review of azaindoles by the same authors.
- A new chapter on the synthesis of amides in continuous-flow reactors (S. Ramesh, P. Cherkupally, T. Govender, H. G. Kruger, B. G. de la Torre, and F. Albericio).
- An update on the synthesis of azomethine imines (I. Atodiresei and M. Rueping).
- Updates on the synthesis of heteroatom-functionalized chloroalkanes (T. Wirth and F. V. Singh), bromoalkanes, allylic bromides, benzylic bromides, and propargylic bromides (M. Braun).
- A major update on the synthesis of phthalocyanines and related compounds (M. S. Rodríguez Morgade and T. Torres). These synthetic analogues of porphyrins have interesting optical and photophysical properties, which have lead to their use as colorants and pigments and more recently their investigation in the context of new areas of technology such as organic solar cells, organic light-emitting diodes, optical recording media, nonlinear optics, and photodynamic therapy.
- Several chapters on the synthesis of C(sp3)—F compounds, which have been the focus of intense research in recent years due to their biological and pharmacological properties, including updates on the synthesis of fluoroalkanes by Substitution of hydrogen (M. Rueda-Becerril and G. M. Sammis), halogens, oxygen and sulfur functionalities (T. P. Lequeux), and synthesis from other fluoroalkanes (T. Yamazaki).
- Updates on specific classes of fluorinated molecules including fluorocyclopropanes, (fluoromethyl)cyclopropanes, and fluorocyclobutanes (P. Jubault, T. Poisson, and X. Pannecoucke), allylic fluorides (C. R. Pitts and T. Lectka), β-fluoro alcohols (K. Shibatomi), and β-fluoroamines (L. Hunter).
- An update of the synthesis of azetidines (F. Couty). These small-ring nitrogen heterocycles are also of great current interest, again mainly because of their potential in medicinal and pharmaceutical chemistry.
A complete overview of all update content published in 2017 is given in the tables of Contents and abstracts (please see below)
Table of Contents
- Science of Synthesis Knowledge Updates 2017/1
- Science of Synthesis Knowledge Updates 2017/2
- Science of Synthesis Knowledge Updates 2017/3
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