Tetrahedron Letters

Reductive amination of carbonyl compounds using NaBH 4 in a Brønsted acidic ionic liquid

PS Reddy, S Kanjilal, S Sunitha, RBN Prasad

Index: Reddy, P. Srinivasa; Kanjilal, Sanjit; Sunitha; Prasad, Rachapudi B.N. Tetrahedron Letters, 2007 , vol. 48, # 50 p. 8807 - 8810

Full Text: HTML

Citation Number: 53

Abstract

Reductive amination of carbonyl compounds using sodium borohydride is conducted in the Brønsted acidic ionic liquid, 1-methyl imidazolium tetrafluoroborate ([HMIm][BF4]). The ionic liquid plays the dual role of solvent as well as catalyst for efficient conversion of aldehydes and ketones to amines in excellent yields without the formation of side products.

~93%

~96%

~95%

Reductive decyanization of. alpha.-amino nitriles by borane

[Ogura, Katsuyuki; Shimamura, Yoshikazu; Fujita, Makoto Journal of Organic Chemistry, 1991 , vol. 56, # 8 p. 2920 - 2922]

… ) phenyl]-1, 3, 4-oxadiazol-2 (3 H)-one, BMS-191011: Opene...

[Romine, Jeffrey L.; Martin, Scott W.; Meanwell, Nicholas A.; Gribkoff, Valentin K.; Boissard, Christopher G.; Dworetzky, Steven I.; Natale, Joanne; Moon, Sandra; Ortiz, Astrid; Yeleswaram, Swamy; Pajor, Lorraine; Gao, Qi; Starrett Jr., John E. Journal of Medicinal Chemistry, 2007 , vol. 50, # 3 p. 528 - 542]

Reinvestigation of aminomethyltrifluoroborates and their app...

[Raushel, Jessica; Sandrock, Deidre L.; Josyula, Kanth V.; Pakyz, Deborah; Molander, Gary A. Journal of Organic Chemistry, 2011 , vol. 76, # 8 p. 2762 - 2769]

Mannich reactiohs of aryltrialkylstannunes in aprotic solven...

[Cooper, Mark S.; Fairhurst, Robin A.; Heaney, Harry; Papageorgiou, George; Wilkins, Robert F. Tetrahedron, 1989 , vol. 45, # 4 p. 1155 - 1166]

Zinc mediated alkylation of cyclic secondary amines

[Murty; Jyothirmai; Krishna, Palakodety Radha; Yadav Synthetic Communications, 2003 , vol. 33, # 14 p. 2483 - 2486]