The use of anion exchange resins for the synthesis of combinatorial libraries containing aryl and heteroaryl ethers

Tetrahedron Letters

Volumn 37, Issue 30, 1996, Pages 5257-5260

  Parlow, John J ^a  

^a MONSANTO COMPANY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ETHER DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; GAS CHROMATOGRAPHY; MASS SPECTROMETRY; REACTION ANALYSIS; TECHNIQUE;

EID: 0030598016     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01113-6     Document Type: Article

References (11)

1. 1. Parlow, J. J., Tetrahedron Lett. 1995, 36, 1395-1396.
2. 2. Bandgar, B. P.; Ghorpade, P.K.; Shrotri, N. S.; Patil, S. V., Indian J. Chem. 1995, 34B, 153-155.
3. 3. Cainelli, G.; Contento, M.; Manescalchi, F.; Regnoli, R., J. Chem. Soc., Perkin Trans. 1 1980, 11, 2516-2519.
4. 4. Gelbard, G.; Colonna, S., Synthesis 1977, 2, 113-116.
5. 5. Salunkhe, M. M.; Salunkhe, D. G.; Kanada, A.S.; Mane, R. B.; Wadgaonkar, P. P., Synth. Commun. 1990, 20, 1143-1147.
6. 6. For a recent review see: Ellman, J. A.; Thompson, L. A., Chem Rev. 1996, 96, 555-600.
7. 7. Doyle, P. M., J. Chem. Technol. Biotechnol. 1995, 64, 317-324.
8. 8. The loading of the resins were in the range of 1.3-3.0 meq./g. This was calculated from a variety of resins, prepared in our laboratories, by elemental analysis of a common atom which was present in each of the nucleophiles (S,N, or a halogen) on a single batch of resin.
9. 9. Products of mixture 6 that contained a potential nucleophilic nitrogen were not characterized to determined if alkylation occurred on the nitrogen or oxygen.
10. 10. The 95% yield for product mixture 5 is based on equimolar amounts of products. No yield is reported for product mixture 6 since an equimolar mixture of products is not expected.
11. 11. GC/MS was performed using a 5890 Hewlett Packard gas chromatograph and a Hewlett Packard 5970 Series Mass Selective Detector.