Abstract
A highly efficient method for the preparation of 4-alkoxy-3-bromophenyl boronic acid N-methyliminodiacetic acid (MIDA) esters as building blocks in iterative Suzuki-Miyaura reactions from the 4-alkoxyphenylboronic acids is described using a boronic acid moiety as a blocking group in bromination reactions. With these MIDA boronates, the total syntheses of dictyoterphenyls A and B were developed in only two separate one-pot operations. Furthermore, we have developed a more practical protocol for the preparation of meta-terphenyl natural products by simply adding the second aryl halide and water to the reaction mixture via the controlled release technique. (Figure presented.).
Original language | English |
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Pages (from-to) | 3831-3836 |
Number of pages | 6 |
Journal | Advanced Synthesis and Catalysis |
Volume | 359 |
Issue number | 21 |
DOIs | |
Publication status | Published - 2017 Nov 10 |
Bibliographical note
Funding Information:This work was supported by the National Research Foundation of Korea (NRF) grants funded by the Korean Government (NRF-20100020209 and NRF-2015R1D1 A1 A01057200). C.-H.C. also thanks for a financial support from an NRF grant funded by the Korean Government (NRF-2014-011165, Center for New Directions in Organic Synthesis).
Publisher Copyright:
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
Keywords
- Blocking Group
- Dictyoterphenyls A and B
- Iterative Suzuki-Miyaura reaction
- MIDA Boronates
- Pot-economy
ASJC Scopus subject areas
- Catalysis
- Organic Chemistry