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Volumn 8, Issue 25, 2006, Pages 5837-5840

Regioselective synthesis of substituted pyrroles: Efficient palladium-catalyzed cyclization of internal alkynes and 2-amino-3-iodoacrylate derivatives

Author keywords

[No Author keywords available]

Indexed keywords

ACRYLIC ACID DERIVATIVE; ALKYNE; CARBONIC ACID DERIVATIVE; PALLADIUM; POTASSIUM; POTASSIUM CARBONATE; PYRROLE DERIVATIVE;

EID: 33846268415     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol062424p     Document Type: Article
Times cited : (75)

References (29)
  • 1
    • 0004267670 scopus 로고
    • For a review see: Jones, R. A, Ed, Wiley: New York, Part II
    • For a review see: Jones, R. A., Ed. Pyrroles; Wiley: New York, 1992; Part II, Vol. 48.
    • (1992) Pyrroles , vol.48
  • 6
    • 33846334249 scopus 로고    scopus 로고
    • For a review see
    • For a review see: Higgins, S. Chem. Soc. Rev. 1997, 26, 247.
    • (1997) Chem. Soc. Rev , vol.26 , pp. 247
    • Higgins, S.1
  • 7
    • 0001021450 scopus 로고
    • Widely utilized methods include: (a) "Paal-Knorr pyrrole synthesis": Knorr, L
    • Widely utilized methods include: (a) "Paal-Knorr pyrrole synthesis": Knorr, L. Ber. 1884, 17, 1635.
    • (1884) Ber , vol.17 , pp. 1635
  • 8
    • 0001250142 scopus 로고
    • Paal, C. Ber. 1885, 18, 367.
    • (1885) Ber , vol.18 , pp. 367
    • Paal, C.1
  • 9
    • 33846284689 scopus 로고    scopus 로고
    • Knorr, pyrrole synthesis: Fischer, H. Org. Synth. Collect. 1943, 2, 202.
    • (b) "Knorr, pyrrole synthesis": Fischer, H. Org. Synth. Collect. 1943, 2, 202.
  • 10
    • 0001506416 scopus 로고    scopus 로고
    • For a review of practical syntheses of both indoles and pyrroles see
    • For a review of practical syntheses of both indoles and pyrroles see: Gilchrist, T. L. J. Chem. Soc., Perkin Trans. 1 1999, 2849.
    • (1999) J. Chem. Soc., Perkin Trans. 1 , pp. 2849
    • Gilchrist, T.L.1
  • 11
    • 33750051364 scopus 로고    scopus 로고
    • For recent representative examples, see: a
    • For recent representative examples, see: (a) Winkler, J. D.; Ragains, J. R. Org. Lett. 2006, 8, 4437.
    • (2006) Org. Lett , vol.8 , pp. 4437
    • Winkler, J.D.1    Ragains, J.R.2
  • 26
    • 33846323437 scopus 로고    scopus 로고
    • The two pyrrole proton signals were both singlets, consistent with a 2,4-substitution pattern (see the Supporting Information for spectra).
    • The two pyrrole proton signals were both singlets, consistent with a 2,4-substitution pattern (see the Supporting Information for spectra).
  • 27
    • 33846273968 scopus 로고    scopus 로고
    • The structure of 5h was confirmed by synthesis and subsequent reduction of the known methyl 4-formyl-2-pyrrole carboxylate (see the Supporting Information for spectra).
    • The structure of 5h was confirmed by synthesis and subsequent reduction of the known methyl 4-formyl-2-pyrrole carboxylate (see the Supporting Information for spectra).
  • 28
    • 0037283566 scopus 로고    scopus 로고
    • The structure assignment was based on a comparison of proton NMRs to reported data: Sai, H.; Ogiku, T.; Ohmizu, H. Synthesis 2003, 2, 201.
    • The structure assignment was based on a comparison of proton NMRs to reported data: Sai, H.; Ogiku, T.; Ohmizu, H. Synthesis 2003, 2, 201.
  • 29
    • 33846292010 scopus 로고    scopus 로고
    • The main byproduct was protodehalogenated material
    • The main byproduct was protodehalogenated material.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.