메뉴 건너뛰기




Volumn 129, Issue 17, 2007, Pages 5766-5771

Rh(I)-catalyzed carbonylative cyclization reactions of alkynes with 2-bromophenylboronic acids leading to indenones

Author keywords

[No Author keywords available]

Indexed keywords

2 BROMOPHENYLBORONIC ACIDS; ARYLRHODIUM(I) SPECIES; CARBONYLATIVE CYCLIZATION REACTIONS; INDENONES;

EID: 34247847728     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja070107n     Document Type: Article
Times cited : (155)

References (53)
  • 1
    • 2042507954 scopus 로고
    • For reviews, see: a
    • For reviews, see: (a) Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457-2483.
    • (1995) Chem. Rev , vol.95 , pp. 2457-2483
    • Miyaura, N.1    Suzuki, A.2
  • 11
    • 33846021256 scopus 로고    scopus 로고
    • For a recent review, see
    • For a recent review, see: Miura, T.; Murakami, M. Chem. Commun. 2007, 217-224.
    • (2007) Chem. Commun , pp. 217-224
    • Miura, T.1    Murakami, M.2
  • 35
    • 28244482315 scopus 로고    scopus 로고
    • For a recent review, see: a
    • For a recent review, see: (a) Ma, S.; Gu, Z. Angew. Chem., Int. Ed. 2005, 44, 7512-7517.
    • (2005) Angew. Chem., Int. Ed , vol.44 , pp. 7512-7517
    • Ma, S.1    Gu, Z.2
  • 45
    • 0347820035 scopus 로고    scopus 로고
    • 2-Bromo-5-methoxyphenylboronic acid was easily prepared by bromination of 3-methoxyphenylboronic acid. Kuivila, H. G.; Benjamin, L. E.; Murphy, C. J.; Price, A. D.; Polevy, J. H. J. Org. Chem. 1962, 27, 825-829. Other 2-haloarylboronic acids employed in Table 2 are commercially available.
    • 2-Bromo-5-methoxyphenylboronic acid was easily prepared by bromination of 3-methoxyphenylboronic acid. Kuivila, H. G.; Benjamin, L. E.; Murphy, C. J.; Price, A. D.; Polevy, J. H. J. Org. Chem. 1962, 27, 825-829. Other 2-haloarylboronic acids employed in Table 2 are commercially available.
  • 46
    • 34247844937 scopus 로고    scopus 로고
    • The reaction of 1-phenylpropyne with 1 gave the corresponding naphthalene in 77% yield as a 1:1 mixture of regioisomers.
    • The reaction of 1-phenylpropyne with 1 gave the corresponding naphthalene in 77% yield as a 1:1 mixture of regioisomers.
  • 47
    • 34247873459 scopus 로고    scopus 로고
    • An alternative mechanism for the formation of naphthalene derivatives involves the [4, 2] cycloaddition of 38 with alkyne followed by demetalation
    • An alternative mechanism for the formation of naphthalene derivatives involves the [4 + 2] cycloaddition of 38 with alkyne followed by demetalation.
  • 48
    • 0000084656 scopus 로고
    • For a paper on isomerization of β-silyl-substituted vinylrhodium complexes, see
    • For a paper on isomerization of β-silyl-substituted vinylrhodium complexes, see: Ojima, I.; Clos, N.; Donovan, R. J.; Ingallina, P. Organometallics 1990, 9, 3127-3133.
    • (1990) Organometallics , vol.9 , pp. 3127-3133
    • Ojima, I.1    Clos, N.2    Donovan, R.J.3    Ingallina, P.4
  • 49
    • 0000028515 scopus 로고
    • For a paper on isomerization of α-silyl-substituted vinyllithium, see
    • For a paper on isomerization of α-silyl-substituted vinyllithium, see: Negishi, E.-i.; Takahashi, T. J. Am. Chem. Soc. 1986, 108, 3402-3408.
    • (1986) J. Am. Chem. Soc , vol.108 , pp. 3402-3408
    • Negishi, E.-I.1    Takahashi, T.2
  • 50
    • 33746400527 scopus 로고    scopus 로고
    • 2 leading to α,β-unsaturated γ-lactones was reported. Aksin, O.; Dege, N.; Artok, L.; Türkmen, H.; Cetinkaya, B. Chem. Commun. 2006, 3187-3189.
    • 2 leading to α,β-unsaturated γ-lactones was reported. Aksin, O.; Dege, N.; Artok, L.; Türkmen, H.; Cetinkaya, B. Chem. Commun. 2006, 3187-3189.
  • 51
    • 0000913941 scopus 로고
    • For papers on indenone synthesis, see: a
    • For papers on indenone synthesis, see: (a) Larock, R. C.; Doty, M. J.; Cacchi, S. J. Org. Chem. 1993, 58, 4579-4583.
    • (1993) J. Org. Chem , vol.58 , pp. 4579-4583
    • Larock, R.C.1    Doty, M.J.2    Cacchi, S.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.