Journal ArticleDOI
Photoredox-Catalyzed Bromodifluoromethylation of Alkenes with (Difluoromethyl)triphenylphosphonium Bromide.
TLDR
Under visible-light photoredox conditions, difluoromethyltriphenylphosphonium bromide was used as the precursor of the CF2H radical for bromodiflu oromethylation of alkenes and the presence of catalytic CuBr2 resulted in the selective formation of the bromodelectric products.About:
This article is published in Organic Letters.The article was published on 2016-05-03. It has received 123 citations till now. The article focuses on the topics: Bromide.read more
Citations
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Journal ArticleDOI
Metallaphotoredox: The Merger of Photoredox and Transition Metal Catalysis.
Amy Y. Chan,Ian B. Perry,Noah B. Bissonnette,Benito F. Buksh,Grant A. Edwards,Lucas I. Frye,Olivia L. Garry,Marissa N. Lavagnino,Beryl X. Li,Yufan Liang,Edna Mao,Agustin Millet,James V. Oakley,Nicholas L. Reed,Holt A. Sakai,Ciaran P. Seath,David W. C. MacMillan +16 more
TL;DR: The merger of photoredox catalysis with transition metal catalysis has become a mainstay in synthetic methodology over the past decade as discussed by the authors, which has combined the unparalleled capacity of transition metal catalysts for bond formation with the broad utility of photoinduced electron and energy-transfer processes.
Journal ArticleDOI
Difluoromethyl Bioisostere: Examining the “Lipophilic Hydrogen Bond Donor” Concept
Yossi Zafrani,Dina Yeffet,Gali Sod-Moriah,Anat Berliner,Dafna Amir,Daniele Marciano,Eytan Gershonov,Sigal Saphier +7 more
TL;DR: It was found that the difluoromethyl group acts as a hydrogen bond donor on a scale similar to that of thiophenol, aniline, and amine groups but not as that of hydroxyl.
Journal ArticleDOI
Difluoromethylation Reactions of Organic Compounds.
TL;DR: Three main methodological protocols will be presented in this review article for the late-stage introduction of a CF2 H or CF2 Y moieties into organic substrates: a metal-photoredox catalysis, through transition metal-catalyzed thermal protocols, and from transition-metal-free strategies.
Journal ArticleDOI
Metal-Catalyzed Direct Difluoromethylation Reactions
Jian Rong,Chuanfa Ni,Jinbo Hu +2 more
TL;DR: In this article, a focus review summarizes recent developments in metal-catalyzed direct difluoromethylation reactions, including CF2H and CF3H.
Journal ArticleDOI
Recent advances in photoinduced trifluoromethylation and difluoroalkylation
TL;DR: The photoinduced trifluoromethylation and difluoroalkylation under photocatalysis are summarized in this article, where the photocatalyst in a photocatalytic cycle is initially stimulated to the excited state in the presence of visible light, which then provides an electron to the fluorinated reagent to release a CF3 radical or CF2 radical.
References
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Journal ArticleDOI
Fluorine in Pharmaceuticals: Looking Beyond Intuition.
TL;DR: Experimental progress in exploration of the specific influence of carbon-fluorine single bonds on docking interactions is reviewed and complementary analysis based on comprehensive searches in the Cambridge Structural Database and the Protein Data Bank is added.
Journal ArticleDOI
Fluorine in medicinal chemistry.
TL;DR: This tutorial review provides a sampling of renowned fluorinated drugs and their mode of action with a discussion clarifying the role and impact of fluorine substitution on drug potency.
Journal ArticleDOI
Fluorine in pharmaceutical industry: fluorine-containing drugs introduced to the market in the last decade (2001-2011).
Jiang Wang,María Sánchez-Roselló,José Luis Aceña,Carlos del Pozo,Alexander E. Sorochinsky,Alexander E. Sorochinsky,Alexander E. Sorochinsky,Santos Fustero,Vadim A. Soloshonok,Vadim A. Soloshonok,Hong Liu +10 more
TL;DR: Introduced to the Market in the Last Decade (2001−2011) Jiang Wang,† María Sańchez-Rosello,́‡,§ Jose ́ Luis Aceña, Carlos del Pozo,‡ and Hong Liu.
Journal ArticleDOI
Trifluoromethylation of arenes and heteroarenes by means of photoredox catalysis
TL;DR: A mild, operationally simple strategy for the direct trifluoromethylation of unactivated arenes and heteroarenes through a radical-mediated mechanism using commercial photocatalysts and a household light bulb is reported.
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