期刊
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2006, 期 15, 页码 3451-3456出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.200600230
关键词
quinoline; chromene; conjugated dienes; conjugate elimination; Suzuki cross-coupling
Alkoxy-functionalized butadienylboronic esters have been synthesized starting from alpha,beta-unsaturated acetals and cross-coupled with both N-protected and N-unprotected 2-bromoand 2-iodoaniline, and with 2-iodophenol. In particular, N-tosyl-protected dienylanilines can be transformed under mild conditions into quinolines and quinolinones, in the presence of a Pd-II catalyst. Moreover, the cross-coupling reaction between butadienylboronic esters and iodophenol directly affords chromenes that can be successively transformed into chromenones. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)
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