P-Triazinylphosphonium chlorides as a new group of coupling reagents |
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Authors: | Beata Kolesinska Agnieszka Mrozek Justyna Fraczyk Zbigniew J. Kaminski |
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Affiliation: | 1. Institute of Organic Chemistry, Lodz University of Technology, 90-924, Lodz, Poland 2. Institute of General and Environmental Chemistry, Lodz University of Technology, 90-924, Lodz, Poland
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Abstract: | Tertiary phosphines in reaction with 2-chloro-4,6-dialkoxy-1,3,5-triazines gave unstable quaternary P-triazinylphosphonium chlorides, which readily decomposed with a departure of the alkyl group of the triazine ring substituent. Stable quaternary P-triazinylphosphonium chlorides were obtained only in reaction of 2-chloro-4,6-diphenoxy-1,3,5-triazine. Both, stable quaternary P-triazinylphosphonium chlorides as well unstable analogues prepared in situ activated carboxylic acid yielding “superactive” triazine esters, useful as highly efficient reagents in peptide bond synthesis. | |
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