Zirconium-catalyzed direct amide bond formation between carboxylic esters and amines. Issue 34 (26th August 2015)
- Record Type:
- Journal Article
- Title:
- Zirconium-catalyzed direct amide bond formation between carboxylic esters and amines. Issue 34 (26th August 2015)
- Main Title:
- Zirconium-catalyzed direct amide bond formation between carboxylic esters and amines
- Authors:
- Lenstra, Danny C.
Nguyen, D. Thao
Mecinović, Jasmin - Abstract:
- Abstract: Development of catalytic amide bond formation reactions from readily available starting materials remains a challenging task for modern organic chemistry. Herein, we report that unactivated carboxylic esters and amines react in the presence of 10 mol % of zirconocene dichloride (Cp2 ZrCl2 ) in toluene at 110 °C to afford amides in very good to excellent conversions. The Zr-catalyzed reaction is amenable for the amidation of aliphatic and aromatic carboxylic esters with primary and secondary amines. The reaction proceeds with almost complete retention of configuration for chiral esters and chiral amines. Graphical abstract:
- Is Part Of:
- Tetrahedron. Volume 71:Issue 34(2015)
- Journal:
- Tetrahedron
- Issue:
- Volume 71:Issue 34(2015)
- Issue Display:
- Volume 71, Issue 34 (2015)
- Year:
- 2015
- Volume:
- 71
- Issue:
- 34
- Issue Sort Value:
- 2015-0071-0034-0000
- Page Start:
- 5547
- Page End:
- 5553
- Publication Date:
- 2015-08-26
- Subjects:
- Amide bond -- Amine -- Carboxylic ester -- Catalysis -- Zirconium
Chemistry, Organic -- Periodicals
547.005 - Journal URLs:
- http://www.elsevier.com/journals ↗
- DOI:
- 10.1016/j.tet.2015.06.066 ↗
- Languages:
- English
- ISSNs:
- 0040-4020
- Deposit Type:
- Legaldeposit
- View Content:
- Available online (eLD content is only available in our Reading Rooms) ↗
- Physical Locations:
- British Library DSC - 8796.850000
British Library DSC - BLDSS-3PM
British Library STI - ELD Digital store - Ingest File:
- 2516.xml