Beilstein J. Org. Chem.2017,13, 2800–2818, doi:10.3762/bjoc.13.273
(CF3SO2)2Zn, which demonstrated great efficiency in introducing the CF3 moiety on (hetero)aromatic rings [34].
Trifluoromethylation of olefins: In 2005, Vogel and co-workers showed that terminal alkenes could be trifluoromethylated by means of CF3SO2Cl via a palladium-catalysed desulfitative Mizoroki–Heck
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Graphical Abstract
Scheme 1:
Trifluoromethylation of silyl enol ethers.
Beilstein J. Org. Chem.2015,11, 2012–2020, doi:10.3762/bjoc.11.218
. Palladium-catalyzed desulfitative arylation of heteroarenes allowed in a first step the synthesis of fluoroaryl-heteroarene units in high yields. Then, the next steps involve direct arylation with aryl bromides catalyzed by PdCl(C3H5)(dppb) to afford triad or tetrad heteroaromatic compounds via
regioselective activation of C(sp2)–H bonds.
Keywords: catalysis; C–H bond arylations; desulfitative; fluorine; palladium; Introduction
Fluorinated π-conjugated oligomers increasingly receive recent interest owing to their particular applications as electronic devices (e.g., in organic solar cells) [1][2][3][4
coupling partners.
On the other hand, benzenesulfonyl chlorides were recently introduced as powerful arylating agents, through metal-catalyzed C–H bond activation [47][48][49][50][51][52][53][54][55]. Such desulfitative direct arylations sometimes offered different regioselectivities, e.g., thiophenes were
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Graphical Abstract
Figure 1:
Different pathways for the synthesis of π-conjugated molecules incorporating fluorinated phenylene ...