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Journal ArticleDOI

A New Photochemical Reaction1

01 May 1960-Journal of the American Chemical Society (American Chemical Society)-Vol. 82, Iss: 10, pp 2640-2641
TL;DR: The photolysis of suitably constituted organic nitrites provokes an intramolecular exchange of the NO of the nitrite residue with a hydrogen atom attached to a carbon atom in the y-position.
Abstract: The photolysis of suitably constituted organic nitrites provokes an intramolecular exchange of the NO of the nitrite residue with a hydrogen atom attached to a carbon atom in the y-position. The C-nitroso compounds thus formed can be isolated as the corresponding nitrosodimers or, after isomerization , as the oximes. Adequate structural proof has been provided for several examples of the reaction. The mechanism of the process has been discussed and an interpretation of all the relevant facts presented.
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Journal ArticleDOI
TL;DR: This tutorial review describes selected recent examples of how the metal-catalysed C-H bond functionalisation has been able to positively affect the synthesis of natural products.
Abstract: Metal-catalysed C–H bond functionalisation has had a significant impact on how chemists make molecules. Translating the methodological developments to their use in the assembly of complex natural products is an important challenge for the continued advancement of chemical synthesis. In this tutorial review, we describe selected recent examples of how the metal-catalysed C–H bond functionalisation has been able to positively affect the synthesis of natural products.

1,361 citations

Journal ArticleDOI
TL;DR: This critical review of C-H functionalization logic will be analyzed through the critical lens of total synthesis, and takes the reader through a series of case studies in which it has already been successfully applied.
Abstract: In this critical review, the strategic and economic benefits of C–H functionalization logic will be analyzed through the critical lens of total synthesis. In order to illustrate the dramatically simplifying effects this type of logic can potentially have on synthetic planning, we take the reader through a series of case studies in which it has already been successfully applied. In the first section, a chronological look at key historical syntheses will be examined, leading into modern day examples. In the second section, our own experience with applying and executing synthesis with a C–H functionalization “mindset” will be discussed (114 references).

1,066 citations

Journal ArticleDOI
TL;DR: This Perspective illustrates the defining characteristics of free radical chemistry, beginning with its rich and storied history, and studies from the laboratory are discussed along with recent developments emanating from others in this burgeoning area.
Abstract: This Perspective illustrates the defining characteristics of free radical chemistry, beginning with its rich and storied history. Studies from our laboratory are discussed along with recent developments emanating from others in this burgeoning area. The practicality and chemoselectivity of radical reactions enable rapid access to molecules of relevance to drug discovery, agrochemistry, material science, and other disciplines. Thus, these reactive intermediates possess inherent translational potential, as they can be widely used to expedite scientific endeavors for the betterment of humankind.

628 citations