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Volumn 65, Issue 45, 2009, Pages 9448-9459

Manganese(III)-mediated facile synthesis of 3,4-dihydro-2(1H)-quinolinones: selectivity of the 6-endo and 5-exo cyclization

Author keywords

1 Azaspiro 4,5 deca 6,9 diene 2,8 diones; 3,4 Dihydro 2(1H) quinolinones; 5 exo Cyclization; 6 endo Cyclization; Oxidation; Spirolactams

Indexed keywords

1 (4 ACETOXYMETHYLPHENYL) 4,4 BIS(ETHOXYCARBONYL) 3,4 DIHYDRO 3 METHYL 2 (1H) QUINOLINONE; 1 BENZYL 4,4 BIS(ETHOXYCARBONYL) 3,4 DIHYDRO 2 (1H) QUINOLINONE; 4,4 BIS(ETHOXYCARBONYL) 1 BUTYL 3,4 DIHYDRO 2 (1H) QUINOLINONE; 4,4 BIS(ETHOXYCARBONYL) 1 ETHYL 3,4 DIHYDRO 2 (1H) QUINOLINONE; 4,4 BIS(ETHOXYCARBONYL) 3,4 DIHYDRO 1 ISOPROPYL 2 (1H) QUINOLINONE; 4,4 BIS(ETHOXYCARBONYL) 3,4 DIHYDRO 1 ISOPROPYL 3 PHENYL 2 (1H) QUINOLINONE; 4,4 BIS(ETHOXYCARBONYL) 3,4 DIHYDRO 1 METHYL 2 (1H) QUINOLINONE; 4,4 BIS(ETHOXYCARBONYL) 3,4 DIHYDRO 1 METHYL 3 PHENYL 2 (1H) QUINOLINONE; 4,4 BIS(ETHOXYCARBONYL) 3,4 DIHYDRO 1 PHENYL 2 (1H) QUINOLINONE; 4,4 BIS(ETHOXYCARBONYL) 3,4 DIHYDRO 1,3 DIMETHYL 2 (1H) QUINOLINONE; 4,4 BIS(ETHOXYCARBONYL) 3,4 DIHYDRO 1,6 DIMETHYL 2 (1H) QUINOLINONE; 4,4 BIS(ETHOXYCARBONYL) 3,4 DIHYDRO 3 METHYL 1 PHENYL 2 (1H) QUINOLINONE; 4,4 BIS(ETHOXYCARBONYL) 3,4 DIHYDRO 5 METHOXY 1 METHYL 2 (1H) QUINOLINONE; 4,4 BIS(ETHOXYCARBONYL) 3,4 DIHYDRO 6 METHOXY 1 METHYL 2 (1H) QUINOLINONE; 4,4 BIS(ETHOXYCARBONYL) 3,4 DIHYDRO 7 METHOXY 1 METHYL 2 (1H) QUINOLINONE; 4,4 BIS(ETHOXYCARBONYL) 6 FLUORO 3,4 DIHYDRO 1 METHYL 2 (1H) QUINOLINONE; 6 ACETOXYMETHYL 4,4 BIS(ETHOXYCARBONYL) 3,4 DIHYDRO 1 ISOPROPYL 3 PHENYL 2 (1H) QUINOLINONE; 6 ACETOXYMETHYL 4,4 BIS(ETHOXYCARBONYL) 3,4 DIHYDRO 1 METHYL 3 PHENYL 2 (1H) QUINOLINONE; 6 ACETOXYMETHYL 4,4 BIS(ETHOXYCARBONYL) 3,4 DIHYDRO 1,3 DIMETHYL 2 (1H) QUINOLINONE; 6 ACETOXYMETHYL 4,4 BIS(ETHOXYCARBONYL) 3,4 DIHYDRO 3 METHYL 1 PHENYL 2 (1H) QUINOLINONE; 6 ACETYL 4,4 BIS(ETHOXYCARBONYL) 3,4 DIHYDRO 1 METHYL 2 (1H) QUINOLINONE; 6 CHLORO 4,4 BIS(ETHOXYCARBONYL) 3,4 DIHYDRO 1 (4 METHOXYBENZYL) 2 (1H) QUINOLINONE; 6 CHLORO 4,4 BIS(ETHOXYCARBONYL) 3,4 DIHYDRO 1 METHYL 2 (1H) QUINOLINONE; 6 CHLORO 4,4 BIS(ETHOXYCARBONYL) 3,4 DIHYDRO 5 NITRO 1 METHYL 2 (1H) QUINOLINONE; 6 CHLORO 4,4 BIS(ETHOXYCARBONYL) 3,4 DIHYDRO 6 NITRO 1 METHYL 2 (1H) QUINOLINONE; 6 CHLORO 4,4 BIS(ETHOXYCARBONYL) 3,4 DIHYDRO 7 NITRO 1 METHYL 2 (1H) QUINOLINONE; CARBOXYLIC ACID DERIVATIVE; MANGANESE; QUINONE DERIVATIVE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

EID: 70349779340     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2009.08.068     Document Type: Article
Times cited : (53)

References (66)
  • 52
    • 70349774031 scopus 로고    scopus 로고
    • note
    • Although the formation of the 3,4-dihydro-2(1H)-quinolinones 2 could equally well be described as a 6-exo-trig process as a 6-endo-trig process because of the nature of the aromatic ring, we adopted the 6-endo-trig cyclization in the text.
  • 56
    • 0000041227 scopus 로고
    • After the pioneering work by Julia et al., the regioselectivity in the closure of electrophilic hexenyl radicals was discussed in detail, see:
    • Julia M. Acc. Chem. Res. 4 (1971) 386-392 After the pioneering work by Julia et al., the regioselectivity in the closure of electrophilic hexenyl radicals was discussed in detail, see:
    • (1971) Acc. Chem. Res. , vol.4 , pp. 386-392
    • Julia, M.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.