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Volumn 52, Issue 6, 2011, Pages 671-674

Preparation of 2-azaallyl anions and imines from N-chloroamines and their cycloaddition and allylation

Author keywords

2 Azaallyl anion; Allylation; Halogen metal exchange; N Chloroamine

Indexed keywords

ALIPHATIC COMPOUND; ALKENE DERIVATIVE; AMINE; ANION; BASE; HEMPA; IMINE; N,N,N',N'' PENTAMETHYLDIETHYLENETRIAMINE; UNCLASSIFIED DRUG;

EID: 79251595346     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2010.11.142     Document Type: Article
Times cited : (15)

References (29)
  • 12
    • 33845656409 scopus 로고    scopus 로고
    • For examples of the aminations of organometallics using N-chloroamines, see: P. Sinha, and P. Knochel Synlett 2006 3304
    • (2006) Synlett , pp. 3304
    • Sinha, P.1    Knochel, P.2
  • 18
    • 0003699578 scopus 로고
    • The dehydrochlorination of related compounds, and competing halogen-metal exchange, has been studied using alkoxide bases and found to be controlled by a combination of electronic and steric factors: B.R. Cho, J.C. Yoon, and R.A. Bartsch J. Org. Chem. 50 1985 4943
    • (1985) J. Org. Chem. , vol.50 , pp. 4943
    • Cho, B.R.1    Yoon, J.C.2    Bartsch, R.A.3
  • 20
    • 0000831736 scopus 로고
    • Although 2-azaallyl anion formation by deprotonation for intermolecular cycloaddition fails, intramolecular cycloaddition has been achieved: W.H. Pearson, M.A. Walters, and K.D. Oswell J. Am. Chem. Soc. 108 1986 2769
    • (1986) J. Am. Chem. Soc. , vol.108 , pp. 2769
    • Pearson, W.H.1    Walters, M.A.2    Oswell, K.D.3
  • 21
    • 79251594747 scopus 로고    scopus 로고
    • note
    • 4 and concentrated in vacuo to give the crude product, which was then purified via flash column chromatography (silica gel, ratios between 1:9 and 1:4 EtOAc/hexane).
  • 28
    • 79251599669 scopus 로고    scopus 로고
    • note
    • 4) and concentrated to provide oil, which was purified via column chromatography (silica gel, ratios between 1:9 and 1:4 EtOAc/hexane).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.