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Volumn 54, Issue 27, 2015, Pages 7920-7923

A Versatile Room-Temperature Route to Di- and Trisubstituted Allenes Using Flow-Generated Diazo Compounds

Author keywords

allenes; carbenes; copper; diazo compounds; flow chemistry

Indexed keywords

CATALYSIS; CHEMICAL BONDS; CHEMICAL REACTIONS; COPPER; FUNCTIONAL GROUPS;

EID: 84930260589     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201501538     Document Type: Article
Times cited : (99)

References (58)
  • 1
    • 85028215156 scopus 로고    scopus 로고
    • For recent reviews for enabling technologies, see
    • For recent reviews for enabling technologies, see
  • 3
    • 80054031755 scopus 로고    scopus 로고
    • Angew. Chem. 2011, 123, 7642-7661
    • (2011) Angew. Chem. , vol.123 , pp. 7642-7661
  • 10
    • 84934979034 scopus 로고    scopus 로고
    • Angew. Chem. 2015, 127, 3514-3530.
    • (2015) Angew. Chem. , vol.127 , pp. 3514-3530
  • 11
    • 85028200176 scopus 로고    scopus 로고
    • For recent examples of flow systems in chemical synthesis, see
    • For recent examples of flow systems in chemical synthesis, see
  • 13
    • 84870600958 scopus 로고    scopus 로고
    • Angew. Chem. 2012, 124, 1738-1741
    • (2012) Angew. Chem. , vol.124 , pp. 1738-1741
  • 15
    • 84901702639 scopus 로고    scopus 로고
    • Angew. Chem. 2013, 125, 12585-12589
    • (2013) Angew. Chem. , vol.125 , pp. 12585-12589
  • 17
    • 84907882886 scopus 로고    scopus 로고
    • Angew. Chem. 2014, 126, 5015-5020
    • (2014) Angew. Chem. , vol.126 , pp. 5015-5020
  • 20
    • 84934899636 scopus 로고    scopus 로고
    • Angew. Chem. 2015, 127, 997-1001
    • (2015) Angew. Chem. , vol.127 , pp. 997-1001
  • 22
    • 84934995550 scopus 로고    scopus 로고
    • Angew. Chem. 2015, 127, 146-150.
    • (2015) Angew. Chem. , vol.127 , pp. 146-150
  • 28
    • 85028220080 scopus 로고    scopus 로고
    • For general reviews of allenes and their preparation, see
    • For general reviews of allenes and their preparation, see
  • 30
    • 8444221662 scopus 로고    scopus 로고
    • Angew. Chem. 2004, 116, 1216-1236
    • (2004) Angew. Chem. , vol.116 , pp. 1216-1236
  • 32
    • 84868593752 scopus 로고    scopus 로고
    • Angew. Chem. 2012, 124, 2872-2882
    • (2012) Angew. Chem. , vol.124 , pp. 2872-2882
  • 36
    • 85028193310 scopus 로고    scopus 로고
    • For reviews on the reactivity of allenes, see
    • For reviews on the reactivity of allenes, see
  • 38
    • 67650059255 scopus 로고    scopus 로고
    • Thieme, Stuttgart, 44
    • M. A. Tius, Science of Synthesis, Thieme, Stuttgart, 2007, 44, 353-394
    • (2007) Science of Synthesis , pp. 353-394
    • Tius, M.A.1
  • 39
  • 41
    • 84868013227 scopus 로고    scopus 로고
    • Angew. Chem. 2012, 124, 3128-3167
    • (2012) Angew. Chem. , vol.124 , pp. 3128-3167
  • 43
    • 85028228686 scopus 로고    scopus 로고
    • For recent examples of allene synthesis using in situ generation of diazo compounds, see
    • For recent examples of allene synthesis using in situ generation of diazo compounds, see
  • 45
    • 79953249199 scopus 로고    scopus 로고
    • Angew. Chem. 2011, 123, 1146-1149
    • (2011) Angew. Chem. , vol.123 , pp. 1146-1149
  • 51
    • 85028225162 scopus 로고    scopus 로고
    • Hydrazones can be safely prepared under flow conditions. See Ref.[3b] for more information.
    • Hydrazones can be safely prepared under flow conditions. See Ref.[3b] for more information.
  • 52
    • 85028212775 scopus 로고    scopus 로고
    • Production of diazo compounds is estimated at ca. 75% yield.
    • Production of diazo compounds is estimated at ca. 75% yield.
  • 53
    • 85028198403 scopus 로고    scopus 로고
    • The reaction of the diazo species with the alkyne is instantaneous as indicated by rapid discoloring of the solution during the dropwise addition. See the Supporting Information for more details.
    • The reaction of the diazo species with the alkyne is instantaneous as indicated by rapid discoloring of the solution during the dropwise addition. See the Supporting Information for more details.
  • 55
    • 34250873076 scopus 로고    scopus 로고
    • Angew. Chem. 2004, 116, 3664-3666.
    • (2004) Angew. Chem. , vol.116 , pp. 3664-3666
  • 56
    • 84878628594 scopus 로고    scopus 로고
    • references therein.
    • D. Gillingham, N. Fei, Chem. Soc. Rev. 2013, 42, 4918-4931 and references therein.
    • (2013) Chem. Soc. Rev. , vol.42 , pp. 4918-4931
    • Gillingham, D.1    Fei, N.2
  • 57
    • 85028211153 scopus 로고    scopus 로고
    • -1).
    • -1).
  • 58
    • 84905821490 scopus 로고    scopus 로고
    • DFT studies of carbene and alkyne coupling.
    • DFT studies of carbene and alkyne coupling:, T. Wang, M. Wang, S. Fang, J. Liu, Organometallics 2014, 33, 3941-3949.
    • (2014) Organometallics , vol.33 , pp. 3941-3949
    • Wang, T.1    Wang, M.2    Fang, S.3    Liu, J.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.