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Volumn 7, Issue 20, 2005, Pages 4455-4458

Small molecule macroarray construction via Ugi four-component reactions

Author keywords

[No Author keywords available]

Indexed keywords

CELLULOSE; CROSS LINKING REAGENT;

EID: 26444493476     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol051684o     Document Type: Article
Times cited : (54)

References (30)
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    • (a) Kaiser, J. Science 2004, 304, 1728.
    • (2004) Science , vol.304 , pp. 1728
    • Kaiser, J.1
  • 7
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    • Frank, R. Tetrahedron 1992, 48, 9217-9232.
    • (1992) Tetrahedron , vol.48 , pp. 9217-9232
    • Frank, R.1
  • 10
    • 0001069588 scopus 로고
    • (b) For reviews, see: Breslow, R. Acc. Chem. Res. 1991, 24, 159-164.
    • (1991) Acc. Chem. Res. , vol.24 , pp. 159-164
    • Breslow, R.1
  • 12
    • 0035743359 scopus 로고    scopus 로고
    • For a review, see: Ugi, I. Pure Appl. Chem. 2001, 73, 187-191.
    • (2001) Pure Appl. Chem. , vol.73 , pp. 187-191
    • Ugi, I.1
  • 19
    • 26444534085 scopus 로고    scopus 로고
    • note
    • See Supporting Information for full experimental details of MW-assisted reactions, array construction, and compound characterization.
  • 20
    • 26444600866 scopus 로고    scopus 로고
    • note
    • A multimodal MW reactor was used throughout this work.
  • 22
    • 26444487054 scopus 로고    scopus 로고
    • note
    • Plate size: 20 x 20 x 0.5 cm. Weflon is a composite of Teflon and carbon black particles and commercially available from Milestone, Inc.
  • 23
    • 26444475526 scopus 로고    scopus 로고
    • note
    • This protocol was developed using temperature-controlled MW heating methods by sandwiching a fiber optic temperature probe between two Weflon plates (one with a groove that fit the probe), ramping to a desired temperature using MW irradiation, and then holding at that temperature for a specified amount of time. The average wattages obtained during the ramp and hold times were then used in SPOT reactions to reproduce these heating curves.
  • 24
    • 26444497210 scopus 로고    scopus 로고
    • note
    • Control reactions performed at 80°C in an oven for 10 min gave ca. 50% lower loadings.
  • 25
    • 26444565415 scopus 로고    scopus 로고
    • C. Entela Mineralight Lamp; Model UVGL-58
    • C. Entela Mineralight Lamp; Model UVGL-58.
  • 27
    • 26444553694 scopus 로고    scopus 로고
    • See ref 22
    • Our cleavage method is similar to photocleavage protocols used for PS beads. See ref 22.
  • 28
    • 26444551785 scopus 로고    scopus 로고
    • note
    • The isocyanide was not premixed with the other components, to avoid formation of the Passerini 3CR product, and was applied to the support after the aldehyde/carboxylic acid mixture. We attribute the improved product purity to better mixing and the order of addition.
  • 30
    • 26444550801 scopus 로고    scopus 로고
    • See Supporting Information for details
    • These water-accelerated Ugi 4CR conditions were directly translatable to PS resin, generating compound 8 in excellent purity (ca. 95%). See Supporting Information for details.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.