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Phosphine‐Catalyzed Enantioselective Dearomative [3+2]‐Cycloaddition of 3‐Nitroindoles and 2‐Nitrobenzofurans.
- Source :
- Angewandte Chemie International Edition; 4/8/2019, Vol. 58 Issue 16, p5422-5426, 5p
- Publication Year :
- 2019
-
Abstract
- Over the past years, the metal‐catalyzed dearomative cycloaddition of 3‐nitroindoles and 2‐nitrobenzofurans have emerged as a powerful protocol to construct chiral fused heterocyclic rings. However, organocatalytic dearomative reaction of these two classes of heteroarenes has become a long‐standing challenging task. Herein, we report the first example of phosphine‐catalyzed asymmetric dearomative [3+2]‐cycloadditio of 3‐nitroindoles and 2‐nitrobenzofurans, which provide a new, facile, and efficient protocol for the synthesis of chiral 2,3‐fused cyclopentannulated indolines and dihydrobenzofurans by reacting with allenoates and MBH carbonates, respectively through a dearomative [3+2]‐cycloaddition. The first example of phosphine‐catalyzed asymmetric dearomative [3+2]‐cycloaddition of 3‐nitroindoles and 2‐nitrobenzofurans was realized, which provides a new, facile, and efficient protocol for the synthesis of chiral 2,3‐fused cyclopentannulated indolines and dihydrobenzofurans by reacting with allenoates and MBH carbonates, respectively. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 14337851
- Volume :
- 58
- Issue :
- 16
- Database :
- Complementary Index
- Journal :
- Angewandte Chemie International Edition
- Publication Type :
- Academic Journal
- Accession number :
- 135666388
- Full Text :
- https://doi.org/10.1002/anie.201900036