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Volumn 51, Issue 3, 2015, Pages 557-560

Synthesis of polysubstituted cyclopenta[b]indoles via relay gold(i)/Brønsted acid catalysis

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLACETONE; AMINOALCOHOL; BRONSTED ACID; CARBONYL DERIVATIVE; CATION; GOLD; INDOLE DERIVATIVE; LEWIS ACID; ACID;

EID: 84918539155     PISSN: 13597345     EISSN: 1364548X     Source Type: Journal    
DOI: 10.1039/c4cc08174a     Document Type: Article
Times cited : (63)

References (66)
  • 29
    • 27144520483 scopus 로고    scopus 로고
    • M. Haruta Nature 2005 437 1098
    • (2005) Nature , vol.437 , pp. 1098
    • Haruta, M.1
  • 56
    • 84907819767 scopus 로고    scopus 로고
    • As such, reactions of 1,3-dicarbonyls and 2-indolylmethyl cations generated by any method were never studied While reactions of 2-indolylmethyl cations originating from propargylic tertiary alcohols (A) with different nucleophiles are well-established, 6,8 generation of 2-indolylmethyl cations from propargylic secondary alcohols (C) and their reactions with any nucleophile have not been reported so far Other NH-protecting groups (Ms, Boc, and Ac) were also evaluated prior to proceeding to optimization. Only N-sulfonyl propargyl alcohols generated the desired product (see the ESI for details) Step-I was found to proceed very slowly at room temperature. After several attempts, the reaction temperature was optimized to 60 °C Earlier, Au(i)/Lewis acid, 6a Ag(i), 6b Pd, 8a,b Cu, 8c conditions were reported for the conversion of 1 to 3. For Au(i)/base mediated cyclization of 2-(1-hydroxyprop-2-ynyl)phenols to dihydrobenzo-furans, see
    • H. Li X. Li H.-Y. Wang G. N. Winston-McPherson H.-M. J. Geng I. A. Guzei W. Tang Chem. Commun. 2014 50 12293
    • (2014) Chem. Commun. , vol.50 , pp. 12293
    • Li, H.1    Li, X.2    Wang, H.-Y.3    Winston-Mcpherson, G.N.4    Geng, H.-M.J.5    Guzei, I.A.6    Tang, W.7


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.