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Synthesis 2012; 44(9): 1405-1409
DOI: 10.1055/s-0031-1290754
DOI: 10.1055/s-0031-1290754
paper
2,6-Bis(phenylethynyl)biphenyls and Their Cyclization to Pyrenes
Further Information
Publication History
Received: 12 February 2012
Accepted after revision: 17 February 2012
Publication Date:
10 April 2012 (online)
Abstract
We present a new protocol for pyrene synthesis via transition-metal cross-couplings. The initially prepared 2,6-bis(phenylethynyl)biphenyls were transformed to pyrenes with uncommon 4,10-disubstitution through an electrophilic cyclization. The precursors were synthesized by Suzuki–Miyaura cross-coupling, which provides 2,6-dibromobiphenyls; these were subsequently coupled with phenylethynyl derivatives via Kumada cross-coupling.
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