SCOPUS 정보 검색 플랫폼

Volumn , Issue 2, 2008, Pages 189-192

LiNTf2-catalyzed aminolysis of lactones with stoichiometric quantities of amines

Author keywords

Amides; Catalysis; Lactones; Lewis acids; Ring opening

Indexed keywords

2 PYRROLIDINONE; ALLYLAMINE; ESTER; GAMMA BUTYROLACTONE; LACTONE; LITHIUM DERIVATIVE; N LITHIOTRIFLUOROMETHANESULFONIMIDE; UNCLASSIFIED DRUG;

AMINOLYSIS; ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; STOICHIOMETRY; TEMPERATURE;

EID: 38849130630 PISSN: 09365214 EISSN: None Source Type: Journal
DOI: 10.1055/s-2007-1000882 Document Type: Article

Times cited : (12)

References (20)

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- General Procedure for Lactone Aminolysis; Synthesis of N-Allyl-4-hydroxybutyramide(3, To a solution of γ-butyrolactone (1; 1 equiv) and allylamine (2; 1 equiv) in anhyd CHCl3 (0.5 mL/mmol) was added under a nitrogen atmosphere LiNTf2 (0.5 equiv, The mixture was stirred in a sealed vial at 85°C (oil bath) for 40 h, then it was washed with a sat. NaHCO3 solution, and the organic phase was evaporated to give the title product as a clean viscous oil (99, 1H NMR (200 MHz, CDCl3, δ, 6.62 (br, 1 H, NH, 5.73-6.03 (m, 1 H, CH, 5.04-5.23 (m, 2 H, CH 2, 4.02 (br, 1 H, OH, 3.88 (t, J, 5.5 Hz, 2 H, 3.72 (t, J, 5.5 Hz, 2 H, 2.40 (t, J, 6.2 Hz, 2 H, 1.79-1.96 (m, 2 H, 13C NMR (50 MHz, CDCl3, δ, 178.2 (s, C=O, 137.1 (d, CH, 119.4 (t, CH2, 65.1 (t, CH2, 45.4 (t, CH 2, 36.4 t
- 2: C, 58.72; H, 9.15; N, 9.78. Found: C, 58.70; H, 9.14; N, 9.76.

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