Journal ArticleDOI
Recent Advances in Methylation: A Guide for Selecting Methylation Reagents
TLDR
This review summarizes recent advances in methylation by categorizing specific methylation reagents and broadens perspectives on which strategies to select for utilizing a particular methylation, resulting in an increased flexibility in synthetic route planning.Abstract:
Methylation is a well-known structural modification in organic and medicinal chemistry. This review summarizes recent advances in methylation by categorizing specific methylation reagents. The challenges of mono N-methylation of aliphatic amines and N-methylation of peptides are discussed. This review will be useful for chemists wanting to select the appropriate reagents for methylation chemistry. Based on the large diversity of methylation reagents and their wide scope, this review also broadens perspectives on which strategies to select for utilizing a particular methylation, resulting in an increased flexibility in synthetic route planning.read more
Citations
More filters
Journal ArticleDOI
Installing the "magic methyl"- C-H methylation in synthesis.
Daniya Aynetdinova,Mia C Callens,Harry B Hicks,Charmaine Y X Poh,Benjamin D A Shennan,Alistair M Boyd,Zhong Hui Lim,Jamie A. Leitch,Darren J. Dixon +8 more
TL;DR: In this paper, a review of the diverse techniques that have been employed to enable the selective installation of the C-Me bond in a wide range of chemical structures, from simple building blocks to complex drug-like architectures.
Journal ArticleDOI
Comprehensive Organic Name Reactions and Reagents. 3 Bände. Von Zerong Wang.
Journal ArticleDOI
C(sp 3 )-H methylation enabled by peroxide photosensitization and Ni-mediated radical coupling.
TL;DR: In this article, the magic methyl effect describes the change in potency, selectivity, and/or metabolic stability of a drug candidate associated with addition of a single methyl group, and a synthetic method that enables direct methylation of C(sp3)-H bonds in diverse drug-like molecules and pharmaceutical building blocks.
Journal ArticleDOI
Modular Dual-Tasked C-H Methylation via the Catellani Strategy.
Qianwen Gao,Yong Shang,Fuzhen Song,Jinxiang Ye,Ze-Shui Liu,Lisha Li,Hong-Gang Cheng,Qianghui Zhou +7 more
TL;DR: A dual-tasked methylation based on cooperative palladium/norbornene catalysis is reported, which features inexpensive methyl sources, excellent functional-group tolerance, simple reaction procedures, and scalability that can be applied to late-stage modification of bio-relevant substrates with complete stereo-retention.
Journal ArticleDOI
Iron-Catalyzed Borrowing Hydrogen β-C(sp3)-Methylation of Alcohols.
TL;DR: The borrowing hydrogen approach employs a well-defined bench-stable (cyclopentadienone)iron(0) carbonyl complex as precatalyst and enables a diverse selection of substituted 2-arylethanols to undergo β-C(sp3)-methylation in good isolated yields.
References
More filters
Journal ArticleDOI
Photoredox Catalysis in Organic Chemistry
TL;DR: This Perspective highlights the unique ability of photoredox catalysis to expedite the development of completely new reaction mechanisms, with particular emphasis placed on multicatalytic strategies that enable the construction of challenging carbon-carbon and carbon-heteroatom bonds.
Journal ArticleDOI
N-methoxy-n-methylamides as effective acylating agents
Steven Nahm,Steven M. Weinreb +1 more
TL;DR: Readily preparable N-methoxy-N-methylamides couple in good yields with Grignard and organolithium reagents to produce ketones, and are reduced with hydrides to afford aldehydes.
Journal ArticleDOI
The Future of Peptide‐based Drugs
TL;DR: The suite of currently used drugs can be divided into two categories - traditional'small molecule' drugs with typical molecular weights of 5000 Da that are not orally bioavailable and need to be delivered via injection as mentioned in this paper.
Journal ArticleDOI
The medicinal chemist's toolbox for late stage functionalization of drug-like molecules
TL;DR: This review details a toolbox of intermolecular C-H functionalization chemistries with proven applicability to drug-like molecules, classified by regioselectivity patterns, and gives guidance on how to systematically develop LSF strategies using these patterns and other considerations.
Related Papers (5)
Profound methyl effects in drug discovery and a call for new C-H methylation reactions.
Heike Schönherr,Tim Cernak +1 more