ISSN:
0170-2041
Keywords:
Iodination, ipso-
;
Cross-coupling reaction
;
Boroxines
;
Furans
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
4-Iodo-3-trimethylsilylfuran (2), obtained through the regio-Specific iodination of 3,4-bis(trimethylsilyl)furan (1), underwent either palladium- or nickel-catalyzed cross-coupling reactions with terminal alkenes, terminal alkynes, areneboronic acids, bis(p-methoxycarbonylbenzyl)zinc and Grignard reagents to give 4-substituted 3-(trimethylsilyl)furans 3-7, which were converted into boroxines 8. Regiospecific iodination of 8 gave iodofurans 9, which afforded in the usual way unsymmetrical 3,4-disubstituted furans 10. Boroxines 8 gave also 3,4-disubstituted furans 11 via palladium-catalyzed cross-coupling reactions with piperonyl chloride and vinyl bromide.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199419940107
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