期刊
ORGANIC LETTERS
卷 20, 期 1, 页码 100-103出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b03458
关键词
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资金
- U.S. Department of Health and Human Services, National Institute of General Medical Sciences [GM-65597]
- National Institutes of Health Shared Instrumentation Grant program [S10OD011952]
A broadly general, three-component reaction strategy for the construction of compounds containing multiple heterocycles is described. Thermal benzyne formation (by the hexadehydro-Diels Alder (HDDA) reaction) in the presence of tertiary cyclic amines and a protic nucleophile (HNu) gives, via ring-opening of intermediate ammonium ion/Nu(-) ion pairs, heterocyclic products. Many reactions are efficient even when the stoichiometric loading of the three reactants approaches unity. Use of HOSO2CF3 as the HNu gives ammonium triflate intermediates, which can then be ring opened by an even wider variety of nucleophiles.
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