期刊
ADVANCED SYNTHESIS & CATALYSIS
卷 361, 期 8, 页码 1846-1858出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201801535
关键词
alpha,alpha-dibromoketones; 1,2-dibromoalkene; 1,2-diketone; alkyne; DFT calculation
资金
- National Research Foundation of Korea (NRF) - Korea government (MSIP) [NRF-2012M3A7B4049655, NRF-2015R1A4A1041036]
- National Research Foundation of Korea (NRF) - Ministry of Education [NRF-2016R1A6A3A11933303]
- KISTI supercomputing center [KSC-2017-C10011]
- National Research Foundation of Korea [2012M3A7B4049655] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)
Internal alkynes reacted with dibromoisocyanuric acid/H2O to afford alpha,alpha-dibromoketone and 1,2-diketone derivatives. Diarylalkynes with activating groups provided 1,2-diketone derivatives as the major products, whereas diarylalkynes with a non-activating group or alkylarylalkynes gave alpha,alpha-dibromoketone derivatives as the major products. In addition, diarylalkynes with deactivating groups provided 1,2-dibromoalkenes. The reaction was conducted at room temperature and showed good yields in most cases. Reaction pathways have been proposed on the basis of experimental observations and density functional theory (DFT) calculations.
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