Functionalizations of Indoles by Intermolecular Interrupted Pummerer Reaction
-
- Tayu Masanori
- Meiji Pharmaceutical University
-
- Higuchi Kazuhiro
- Meiji Pharmaceutical University
-
- Kawasaki Tomomi
- Meiji Pharmaceutical University
Bibliographic Information
- Other Title
-
- 分子間interrupted Pummerer反応を利用したインドール類の官能基化反応
- ブンシ カン interrupted Pummerer ハンノウ オ リヨウ シタ インドールルイ ノ カンノウキカ ハンノウ
Search this article
Abstract
<p>A sulfonium species generated from sulfoxide and acid anhydride is a useful reagent for organic synthesis owing to its powerful electrophilicity. Among the various sulfonium-mediated reactions, interrupted Pummerer reaction has been well-investigated recently, which progresses the nucleophilic attack of substrate on sulfur atom of sulfonium such as Swern-type oxidation. Although interrupted Pummerer reactions are reported with various substrate such as alcohols, alkenes, enol ethers, the application to aromatics is limited because of the stability of initially generated arylthionium salts. In contrast, we previously developed intramolecular reaction via arylthionium intermediate for installing nucleophile to indole 2α-position in a one-pot procedure. This reaction was proceeded with special substrate by intramolecular reaction, therefore, it was unexplored as a general synthetic method.</p><p>This article describes the details of the development of sulfonium species mediated reactions to functionalize indoles by intermolecular interrupted Pummerer reaction.</p>
Journal
-
- Journal of Synthetic Organic Chemistry, Japan
-
Journal of Synthetic Organic Chemistry, Japan 76 (7), 678-689, 2018-07-01
The Society of Synthetic Organic Chemistry, Japan
- Tweet
Keywords
Details 詳細情報について
-
- CRID
- 1390001288042673664
-
- NII Article ID
- 130007403450
-
- NII Book ID
- AN0024521X
-
- ISSN
- 18836526
- 00379980
-
- NDL BIB ID
- 029156849
-
- Text Lang
- ja
-
- Data Source
-
- JaLC
- NDL
- Crossref
- CiNii Articles
- KAKEN
-
- Abstract License Flag
- Disallowed