Convenient synthesis of novel 2,2-dialkyl-1,2-dihydronaphtho[2,1-b]furans

Tetrahedron Letters

Volumn 50, Issue 41, 2009, Pages 5709-5712

  Vaughan, Doug ^a   Jha, Amitabh ^a  

^a ACADIA UNIVERSITY   (Canada)

Author keywords

14 Alkyl 14H dibenzo a,j xanthenes; 2,2 Dialkyl 1,2 dihydronaphtho 2,1 b furans; 2 Naphthol; Cyclocondensation; Microwave assisted synthesis; Solvent free

Indexed keywords

14 ISOPROPYL 14H DIBENZO[A,J]XANTHENE DERIVATIVE; 2 ETHYL,2 METHYL 1,2 DIHYDRONAPHTHO[2,1 B]FURAN; 2 NAPHTHOL; 2,2 DIMETHYL 1,2 DIHYDRONAPHTHO[2,1 B]FURAN; 4 TERT BUTYLPHENOL; ACETALDEHYDE; FURAN DERIVATIVE; ISOBUTYRALDEHYDE; SULFONIC ACID DERIVATIVE; TOLUENE DERIVATIVE; TOLUENESULFONIC ACID; UNCLASSIFIED DRUG; XANTHENE DERIVATIVE;

ALDOL REACTION; ALKYLATION; ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; MICROWAVE IRRADIATION; SYNTHESIS;

EID: 68949178844     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.07.087     Document Type: Article

References (33)

1. Bohlmann F., and Zdero C. Chem. Ber. 110 (1977) 487-490
2. Zubaidha P.K., Chavan S.P., Racherla U.S., and Ayyangar N.R. Tetrahedron 47 (1991) 5759-5768
3. Ishiguro K., Ohira Y., and Oku H. J. Nat. Prod. 61 (1998) 1126-1129
4. Halabalki M., Aligiannis N., Papoutsi Z., Mitakou S., Sekeris C., and Skaltsounis A. J. Nat. Prod. 63 (2000) 1672-1674
5. Zeni G., and Larock R.C. Chem. Rev. 104 (2004) 2285-2310 and references therein
6. Einhorn J., Demerseman P., Royer R., Cavier R., and Gayral P. Eur. J. Med. Chem. 19 (1984) 405-410
7. Teo C.C., Kon O.L., and Ng S.C. J. Med. Chem. 35 (1992) 1330-1339
8. Gfesser G.A., Faghih R., Bennani Y.L., Curtis M.P., Esbenshade T.A., Hancock A.A., and Cowart M.D. Bioorg. Med. Chem. Lett. 15 (2005) 2559-2563
9. Hocke C., Prante O., Lober S., Hubener H., Gmeiner P., and Kuwert T. Bioorg. Med. Chem. Lett. 14 (2004) 3963-3966
10. Khan M.W., Alam M.J., Rashid M.A., and Chowdhury R. Bioorg. Med. Chem. 13 (2005) 4796-4805
11. Smit V.A., Pogrebnoi S.I., Kal'yan Y.B., and Krimer M.Z. Bull. Acad. Sci. USSR, Div. Chem. Sci. 39 (1990) 1760-1761
12. Pogrebnoi S.I., Kal'yan Y.B., Krimer M.Z., and Smit V.A. Bull. Acad. Sci. USSR, Div. Chem. Sci. 40 (1991) 733-734
13. Shulgin A.T., and Baker A.W. J. Org. Chem. 28 (1963) 2468-2469
14. McKusick B.C. J. Am. Chem. Soc. 70 (1948) 2196-2198
15. Bartz Q.R., Miller R.F., and Adams R. J. Am. Chem. Soc. 57 (1935) 371-376
16. Grant V.H., and Liu B. Tetrahedron Lett. 45 (2005) 1237-1239
17. Ohta T., Kataoka Y., Miyoshi A., Oe Y., Furukawa I., and Ito Y. J. Organomet. Chem. 692 (2007) 671-677
18. Casnati G., Pochini A., Terenghi G.M., and Ungaro R. J. Org. Chem. 48 (1983) 3783-3787
19. Matsunaga N., Kaku T., Ojida A., Tanaka T., Hara T., Yamaoka M., Kusaka M., and Tasaka A. Bioorg. Med. Chem. 12 (2004) 4313-4336
20. Grigg R., Kongkathip N., Kongkathip B., Luangkamin S., and Dondas H.A. Tetrahedron 57 (2001) 7965-7978
21. Eom J.I., and Youn S.W. J. Org. Chem. 71 (2006) 6705-6707
22. Haselgrove T.D., Jevric M., Taylor D.K., and Tiekink E.R.T. Tetrahedron 55 (1999) 14739-14762
23. Hendrickson J.B., and Walker M.A. Org. Lett. 2 (2000) 2729-2731
24. Choudhury P.K., Almena J., Foubelo F., and Yus M. Tetrahedron 53 (1997) 17373-17382
25. He Z., and Yudin A.K. Org. Lett. 8 (2006) 5829-5832
26. Lafrance M., Gorelsky S.I., and Fagnou K. J. Am. Chem. Soc. 129 (2007) 14570-14571
27. Palucki M., Wolfe J.P., and Buchwald S.L. J. Am. Chem. Soc. 118 (1996) 10333-10334
28. Mann G., Incarvito C., Rheingold A.L., and Hartwig J.F. J. Am. Chem. Soc. 121 (1999) 3224-3225
29. Jha A., Paul N.K., Trikha S., and Cameron T.S. Can. J. Chem. 84 (2006) 843-853
30. Paul N.K., Dietrich L.M., and Jha A. Synth. Commun. 37 (2007) 877-888;
31. Huang P.-J.J., Cameron T.S., and Jha A. Tetrahedron Lett. 50 (2009) 51-54
32. Bhattacharya A.K., and Rana K.K. Mendeleev Commun. 17 (2007) 247-248 and references therein
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