Easy Preparation of Alkyl Amides

Simple method for making amides from alkyl iodides, amines, and a CO source

Read more

SEE

http://www.chemistryviews.org/details/ezine/9444071/Easy_Preparation_of_Alkyl_Amides.html?elq_mid=10462&elq_cid=1558306

A novel, mild and facile preparation of alkyl amides from unactivated alkyl iodides employing a fac-Ir(ppy)3-catalyzed radical aminocarbonylation protocol has been developed. Using a two-chambered system, alkyl iodides, fac-Ir(ppy)3, amines, reductants, and CO gas (released ex situ from Mo(CO)6), were combined and subjected to an initial radical reductive dehalogenation generating alkyl radicals, and a subsequent aminocarbonylation with amines affording a wide range of alkyl amides in moderate to excellent yields.

• Mild and Low-Pressure fac-Ir(ppy)₃-Mediated Radical Aminocarbonylation of Unactivated Alkyl Iodides through Visible-Light Photoredox Catalysis,
  Shiao Y. Chow, Marc Y. Stevens, Linda Åkerbladh, Sara Bergman, Luke R. Odell,
  Chem. Eur. J. 2016.
  DOI: 10.1002/chem.201601694

N-isopropylcyclohexanecarboxamide[2] (1a) (CAS 6335-52-0)
Prepared following the general procedure. Spectral data were in agreement with literature values. White solid (39 mg, 78%), Rf = 0.10 (10% EtOAc in n-pentane).

1H NMR (400 MHz, CDCl3): δ 5.19 (s, 1H), 4.07 (dt, J = 8.0, 6.6 Hz, 1H), 2.00 (tt, J = 11.7, 3.5 Hz, 1H), 1.89–1.72 (m, 4H), 1.74–1.52 (m, 1H), 1.48–1.35 (m, 2H), 1.31–1.18 (m, 3H), 1.13 (d, J = 6.6 Hz, 6H).

13C{1H} NMR (100 MHz, CDCl3): δ 175.4, 45.8, 41.1, 29.9, 25.9, 23.0. EI-MS: m/z 169.2.

2] O. Itsenko, T. Kihlberg, B. Långström, J. Org. Chem. 2004, 69, 4356–4360.

///////////////////

Tenerife

City in Canary Islands, Spain

 Tenerife Island

Sunset at Tenerife Island — in Tenerife.

 .
 

 

 

 



 
 

Tenerife

Island in Spain

Tenerife, the largest of Spain’s Canary Islands, off West Africa, is dominated by Mt. Teide, which rises 7,500m above the ocean floor and is among the world’s largest volcanoes. Still, Tenerife may be best known for its huge pre-Lent Carnival, as well as its beaches (with sands from yellow to black) and busy, upscale resorts, including Los Cristianos and Playa de las Américas.

 

 

 

 
Candeleria church at tenerife
/////////