Journal
TETRAHEDRON
Volume 74, Issue 20, Pages 2428-2434Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2018.03.058
Keywords
o-Bromoacetophenone derivatives; Aryne; t-BuOK; N-arylation; Copper-catalyzed coupling
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Funding
- Hundred Talents Program of Harbin Institute of Technology (HIT)
- Fundamental Research Funds for the Central University [HIT.BRETIV.201502]
- NSFC [21202027]
- NCET [NCET-12-0145]
- Technology Foundation for Selected Overseas Chinese Scholar of Ministry of Human Resources and Social Security of China (MOHRSS)
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o-bromoacetophenone derivatives as new versatile aryne precursors are induced to selectively eliminate the C-Ar-Br and C-Ar-C-(AC) bonds in the help of t-BuOK. Furthermore, the active aryne intermediates are successfully applied in a substantial set of reactions including N-arylation and copper-catalyzed coupling with various terminal alkynes. It is important to note that the generation of benzyne intermediate is demonstrated through cycloadditon reaction experiment with furan. (C) 2018 Elsevier Ltd. All rights reserved.
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