메뉴 건너뛰기




Volumn 137, Issue 22, 2015, Pages 7224-7230

An Umpolung Approach to Alkene Carboamination: Palladium Catalyzed 1,2-Amino-Acylation, -Carboxylation, -Arylation, -Vinylation, and -Alkynylation

Author keywords

[No Author keywords available]

Indexed keywords

ALKYLATION; AROMATIC COMPOUNDS; CARBON; CARBOXYLATION; CATALYSIS; CHEMICAL REACTIONS; CYCLIZATION; ESTERIFICATION; ESTERS; HYDROCARBONS; NUCLEOPHILES; ORGANIC COMPOUNDS; ORGANOMETALLICS; PALLADIUM COMPOUNDS;

EID: 84935916980     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/jacs.5b03732     Document Type: Article
Times cited : (171)

References (55)
  • 27
    • 84935925877 scopus 로고    scopus 로고
    • note
    • Reference 7f outlines specific limitations of the alkene component that are relevant to Approach B in Scheme 1.
  • 28
    • 84935898871 scopus 로고    scopus 로고
    • note
    • An additional benefit of this approach resides in the synthetic flexibility of the imine moiety of the product.
  • 42
    • 84935868809 scopus 로고    scopus 로고
    • note
    • This protodecarboxylation pathway is particularly facile for trialkylammonium pentafluorobenzoates. Ammonium benzoate derivatives do not undergo significant protodecarboxylation under the reaction conditions.
  • 44
    • 84935920056 scopus 로고    scopus 로고
    • note
    • For example, use of PhSnBu3 (110 mol%) as the nucleophile delivered 10a in approximately 30% yield. However, addition of LiCl (100 mol%) resulted in trace quantities (<10%) of 10a.
  • 50
    • 84935886532 scopus 로고    scopus 로고
    • note
    • Although three reactants are involved, there are 4-components with respect to alkene functionalization: oxime ester, alkene, CO, tetraarylborate.
  • 51
    • 84935842491 scopus 로고    scopus 로고
    • note
    • Substoichiometric quantities of tetraarylborates that release less Lewis acidic triaryl boranes (e.g., tolyl variants) were not effective.
  • 53
    • 84935855054 scopus 로고    scopus 로고
    • note
    • The use of water as an additive for the 1,2-carboacylation processes described here is not effective.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.