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Volumn 132, Issue 1, 2010, Pages 54-55

Enantioselective synthesis of 3,4-dihydroisoquinolin-1(2H)-ones by nickel-catalyzed denitrogenative annulation of 1,2,3-benzotriazin-4(3H)-ones with allenes

Author keywords

[No Author keywords available]

Indexed keywords

ALLENES; ANNULATION REACTIONS; CHEMICAL EQUATIONS; ENANTIOSELECTIVE; ENANTIOSELECTIVE SYNTHESIS; PHOSPHINE COMPLEX; REGIO-SELECTIVE; STRUCTURAL EVIDENCE;

EID: 74849140130     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja909603j     Document Type: Article
Times cited : (122)

References (25)
  • 1
    • 2942557280 scopus 로고    scopus 로고
    • For reviews, see: a
    • For reviews, see: (a) Nakamura, I.; Yamamoto, Y. Chem. Rev. 2004, 104, 2127.
    • (2004) Chem. Rev , vol.104 , pp. 2127
    • Nakamura, I.1    Yamamoto, Y.2
  • 15
    • 74849089090 scopus 로고    scopus 로고
    • We developed a facile route to 1 from N-H-1,2,3- benzotriazin-4(3H)-one, which is commercially available. For details of the Ullmann-type coupling reaction with aryl halides, see the Supporting Information.
    • We developed a facile route to 1 from N-H-1,2,3- benzotriazin-4(3H)-one, which is commercially available. For details of the Ullmann-type coupling reaction with aryl halides, see the Supporting Information.
  • 16
    • 74849110187 scopus 로고    scopus 로고
    • See the Supporting Information for details
    • See the Supporting Information for details.
  • 20
    • 74849126470 scopus 로고    scopus 로고
    • The enantiomeric excess of 4ai was low (19% ee).
    • The enantiomeric excess of 4ai was low (19% ee).
  • 21
    • 74849119372 scopus 로고    scopus 로고
    • Treatment of 6ai with Ni(cod)2 (10 mol %) and (R,R)-Me- DuPhos (20 mol %) in toluene at 100 °C caused isomerization to 4ai (97% yield), indicating that 4ai is the thermodynamically more stable isomer.
    • Treatment of 6ai with Ni(cod)2 (10 mol %) and (R,R)-Me- DuPhos (20 mol %) in toluene at 100 °C caused isomerization to 4ai (97% yield), indicating that 4ai is the thermodynamically more stable isomer.
  • 22
    • 74849137722 scopus 로고    scopus 로고
    • (S,S)-i-Pr-FOXAP ) (S,S)-[2-(4′- isopropyloxazolin-2′-yl)ferrocenyl]diphenylphosphine. See: Miyake, Y.; Nishibayashi, Y.; Uemura, S. Synlett 2008, 1747.
    • (S,S)-i-Pr-FOXAP ) (S,S)-[2-(4′- isopropyloxazolin-2′-yl)ferrocenyl]diphenylphosphine. See: Miyake, Y.; Nishibayashi, Y.; Uemura, S. Synlett 2008, 1747.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.