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Volumn 33, Issue 2, 2012, Pages 620-624

Facile regiocontrolled three-step synthesis of poly-substituted furans, pyrroles, and thiophenes: Consecutive michael addition of methyl cyanoacetate to α,β-enone, CuI-mediated aerobic oxidation, and acid-catalyzed paal-knorr synthesis

Author keywords

CuI; Furans; Paal Knorr synthesis; Pyrroles; Thiophenes

Indexed keywords

ADDITION REACTIONS; AROMATIC COMPOUNDS; THIOPHENE;

EID: 84863116299     PISSN: 02532964     EISSN: 12295949     Source Type: Journal    
DOI: 10.5012/bkcs.2012.33.2.620     Document Type: Article
Times cited : (13)

References (38)
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    • For the other approaches of 2,5-diketoesters
    • For the other approaches of 2,5-diketoesters, see: (a) Sanchez-Larios, E.; Thai, K.; Bilodeau, F.; Gravel, M. Org. Lett. 2011, 13, 4942-4945.
    • (2011) Org. Lett. , vol.13 , pp. 4942-4945
    • Sanchez-Larios, E.1    Thai, K.2    Bilodeau, F.3    Gravel, M.4
  • 6
    • 0007886728 scopus 로고
    • For some selected examples of Paal-Knorr furan synthesis
    • For some selected examples of Paal-Knorr furan synthesis, see: (a) Amarnath, V.; Amarnath, K. J. Org. Chem. 1995, 60, 301-307.
    • (1995) J. Org. Chem. , vol.60 , pp. 301-307
    • Amarnath, V.1    Amarnath, K.2
  • 17
    • 68949214015 scopus 로고    scopus 로고
    • For our recent synthesis of furan, pyrrole, and thiophene derivatives
    • For our recent synthesis of furan, pyrrole, and thiophene derivatives, see: (a) Kim, S. H.; Kim, S. H.; Lee, K. Y.; Kim, J. N. Tetrahedron Lett. 2009, 50, 5744-5747.
    • (2009) Tetrahedron Lett. , vol.50 , pp. 5744-5747
    • Kim, S.H.1    Kim, S.H.2    Lee, K.Y.3    Kim, J.N.4
  • 23
    • 73949111369 scopus 로고    scopus 로고
    • A sequential hydrolysis and decarboxylation of a similar furan carboxylate in the presence of H2SO4 was reported
    • A sequential hydrolysis and decarboxylation of a similar furan carboxylate in the presence of H2SO4 was reported, see: Wang, G.; Guan, Z.; Tang, R.; He, Y. Synth. Commun. 2010, 40, 370-377.
    • (2010) Synth. Commun. , vol.40 , pp. 370-377
    • Wang, G.1    Guan, Z.2    Tang, R.3    He, Y.4
  • 25
    • 79959758157 scopus 로고    scopus 로고
    • For the Paal-Knorr synthesis of 5-unsubstituted pyrroles from γ-ketoaldehydes and further references cited therein
    • For the Paal-Knorr synthesis of 5-unsubstituted pyrroles from γ-ketoaldehydes, see: (a) Thompson, B. B.; Montgomery, J. Org. Lett. 2011, 13, 3289-3291 and further references cited therein.
    • (2011) Org. Lett. , vol.13 , pp. 3289-3291
    • Thompson, B.B.1    Montgomery, J.2
  • 29
    • 79954420632 scopus 로고    scopus 로고
    • For the synthesis of 5-unsubstituted pyrroles by decarboxylation of the corresponding pyrrole ester derivatives
    • For the synthesis of 5-unsubstituted pyrroles by decarboxylation of the corresponding pyrrole ester derivatives, see: (a) Tomimori, Y.; Okujima, T.; Yano, T.; Mori, S.; Ono, N.; Yamada, H.; Uno, H. Tetrahedron 2011, 67, 3187-3193.
    • (2011) Tetrahedron , vol.67 , pp. 3187-3193
    • Tomimori, Y.1    Okujima, T.2    Yano, T.3    Mori, S.4    Ono, N.5    Yamada, H.6    Uno, H.7
  • 32
    • 69049093848 scopus 로고    scopus 로고
    • For the decarboxylation mechanism
    • For the decarboxylation mechanism, see: (a) Mundle, S. O. C.; Kluger, R. J. Am. Chem. Soc. 2009, 131, 11674-11675.
    • (2009) J. Am. Chem. Soc. , vol.131 , pp. 11674-11675
    • Mundle, S.O.C.1    Kluger, R.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.