Journal
TOPICS IN CURRENT CHEMISTRY
Volume 380, Issue 1, Pages -Publisher
SPRINGER INT PUBL AG
DOI: 10.1007/s41061-021-00356-4
Keywords
alpha-Functionalizations; Acetophenones; Kornblum oxidation; Arylglyoxal; C-H functionalization
Categories
Funding
- Science and Engineering Research Board (SERB), India [SB/FT/CS-073/2014]
- MHRD, Govt of India
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This review article focuses on the alpha-functionalization of acetophenones, specifically discussing the Kornblum oxidation approach and C-H functionalization strategy. The alpha-functionalization of acetophenones is important in natural product and pharmaceutical synthesis, but there is currently a lack of review articles on this topic. This article provides a concise overview of important and novel reactions published since 2012, aiming to give readers comprehensive information and inspire further research in this area.
This review article focuses on the alpha-functionalization of acetophenones involving Kornblum oxidation and C-H functionalizations. Although various other strategies, such as classical approaches, enamine approaches and umpolung strategy are also known for this functionalization, here we discuss mainly the Kornblum oxidation approach and C-H functionalization strategy as they have advantages over the others. In Kornblum oxidation, the reaction uses iodine and dimethylsulfoxide and proceeds through the formation of arylglyoxal as the key intermediate. In C-H functionalization, the reaction requires metal, or metal-free catalyst, and generates radical intermediate in most cases. alpha-Functionalization of acetophenones is very important because of their huge applications in the synthesis of various natural products and pharmaceuticals and, therefore, a number of research articles have been published in this area. However, no review articles are available so far. In this article, we present a succinct discussion of various important and novel reactions, along with their mechanisms, published since 2012 to date. We believe that this first review article in this field will give readers one-stop information on this topic and encourage further intriguing work in this area.
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