The Journal of Organic Chemistry

Isolation and reactions of. alpha.-lithio N, N-dimethylacetamide

RP Woodbury, MW Rathke

Index: Woodbury,R.P.; Rathke,M.W. Journal of Organic Chemistry, 1977 , vol. 42, p. 1688 - 1690

Full Text: HTML

Citation Number: 64

Abstract

a-Lithio N, N-dimethylacetamide (1) was obtained as a white solid by reaction of N, N- dimethylacetamide with lithium diisopropylamide in pentane. From'H NMR evidence, a lithium-oxygen bonded structure is proposed. THF solutions of 1 could be generated at 0" C and were stable for several days at room temperature. Reactions of 1 with organic halides, aldehydes, ketones, and epoxides are described.

Related Articles:

Direct Catalytic Formation of Primary and Tertiary Amides from Non??Activated Carboxylic Acids, Employing Carbamates as Amine Source

[Tinnis, Fredrik; Lundberg, Helena; Adolfsson, Hans Advanced Synthesis and Catalysis, 2012 , vol. 354, # 13 p. 2531 - 2536]

1, 4-Diaminoalkanes from pyrroles. A new synthetic approach to substituted putrescines

[Alonso Garrido; Buldain; Frydman Journal of Organic Chemistry, 1984 , vol. 49, # 14 p. 2619 - 2622]

Carboxamidation of organolithium and organomagnesium reagents by a two-step one-flask reaction. Promotion by magnesium alkoxides

[Screttas, Constantinos G.; Steele, Barry R. Journal of Organic Chemistry, 1988 , vol. 53, # 21 p. 5151 - 5153]

Carboxamidation of organolithium and organomagnesium reagents by a two-step one-flask reaction. Promotion by magnesium alkoxides

[Screttas, Constantinos G.; Steele, Barry R. Journal of Organic Chemistry, 1988 , vol. 53, # 21 p. 5151 - 5153]

Carboxamidation of organolithium and organomagnesium reagents by a two-step one-flask reaction. Promotion by magnesium alkoxides

[Screttas, Constantinos G.; Steele, Barry R. Journal of Organic Chemistry, 1988 , vol. 53, # 21 p. 5151 - 5153]

More Articles...