Efficient Synthesis of C3‐Alkylated and Alkenylated Indoles via Manganese‐Catalyzed Dehydrogenation. Issue 17 (11th July 2022)

• Record Type: Journal Article
• Authors: Zhao, Mingqin; Li, Xinyan; Zhang, Xiaoyu; Shao, Zhihui
• Is Part Of: Chemistry, an Asian journal. Volume 17:Issue 17(2022)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2022-07-11
• Subjects: alkylation -- alkenylation -- indoles -- manganese catalysis -- dehydrogenation; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/asia.202200483
• Languages: English
• ISSNs: 1861-4728

Abstract

Abstract: The catalytic dehydrogenation of alcohols is essential for the sustainable production of valuable products. This provides a new strategy for green organic synthesis in chemical industries. Herein, we describe a manganese‐based catalytic system that enables the efficient synthesis of C3‐alkylated indoles from benzyl alcohols and indoles via the borrowing hydrogen process. Furthermore, dehydrogenative coupling of 2‐arylethanols and indoles yields C3‐alkenylated indoles. Meanwhile, reacting 2‐aminophenethanol instead of indoles can also obtain the corresponding indole products with high selectivity under the same conditions. Abstract : Indoles are a popular heterocycle scaffold that can be found in various natural products and advanced materials, which are related to our daily life commodities. In this work, we developed an efficient method to synthesize C3‐alkylated and alkenylated indoles via manganese‐catalyzed dehydrogenative transformation of benzyl alcohols and 2‐arylethanols with indoles under mild conditions with high yield and selectivity.