期刊
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2009, 期 12, 页码 1859-1863出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.200900056
关键词
Boron; Water chemistry; Multicomponent reactions; Amines; Solvent effects
资金
- Fundacao para a Ciencia e Tecnologia [POCI 2010]
- FEDER [SFRH/BPD/46589/2008PTDC/QUI/66695/2006, PTDC/QUI/66015/2006, POCI/QUI/60175/2004, POCI/QUI/58791/2004]
- Fundação para a Ciência e a Tecnologia [POCI/QUI/60175/2004, POCI/QUI/58791/2004] Funding Source: FCT
Water was used as the solvent in the Petasis borono-Mannich reaction. With the use of salicylaldehyde, secondary amines and boronic acids, several alkylaminophenols were obtained in considerably high yields in water. By using the same methodology, 2H-chromenes were prepared with the use of vinyl boronic acids. The reaction mechanism was studied by DFT calculations, and the results obtained corroborate the solvent effect experimentally observed. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
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