Journal
TETRAHEDRON
Volume 67, Issue 24, Pages 4306-4312Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2011.04.011
Keywords
Gold catalysis; Electrophilic cyclization; Suzuki coupling; MIDA boronates; Heterocycles
Categories
Funding
- NIHGMS [RO1 GM073932]
- Amgen
- National Council for Scientific and Technological Development (CNPq)-Brazil
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A tandem gold-catalyzed cycloisomerization/Suzuki cross-coupling sequence involving arylethynyl-N-methyliminodiacetic acid boronates is described. Combining the mildness of homogeneous gold catalysis with the versatility of N-methyliminodiacetic acid (MIDA) boronates, this tandem two-step method enables the rapid assembly of various aryl-substituted heterocycles without having to isolate or purify any heterocyclic MIDA boronate intermediates. Another major advantage of this method is that a wide range of heterocycles bearing different aryl groups may be made from a single MIDA boronate alkyne precursor. (C) 2011 Elsevier Ltd. All rights reserved.
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