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Beilstein J. Org. Chem. 2016, 12, 1598–1607, doi:10.3762/bjoc.12.156
Graphical Abstract
Scheme 1: Comparison of early C–N and C–O coupling reactions.
Figure 1: General flow scheme for catalytic Chan–Lam reaction.
Figure 2: Observed trend for the effect of changing oxygen pressure on the NMR yield of 19.
Figure 3: Comparison of 1H NMR spectra of non-purified (top) and QP-DMA purified (bottom) continuous flow syn...
Scheme 2: Scope of the catalytic Chan–Lam reaction in continuous flow.
Scheme 3: Syntheses of substrate 39.
Figure 4: NOESY NMR spectrum for 30 with the characteristic NOESY signal encircled.
Figure 5: NOESY NMR spectrum for 33 with the characteristic NOESY signal encircled.
Figure 6: NOESY NMR spectrum for 35 with the characteristic NOESY signal encircled.
Figure 7: Substrates that gave no products in flow.
Scheme 4: Scale-up procedure for 19.
Beilstein J. Org. Chem. 2016, 12, 1503–1511, doi:10.3762/bjoc.12.147
Figure 1: Steric interactions of the carbon monoxide coordination to the aryl complex intermediate.
Figure 2: A) molecular structure of complex 1; B) ball and stick representation of X-ray structure; C) ball a...
Figure 3: Reverse “tube-in-tube” reactor.
Scheme 1: Comparison of plug flow reactor carbonylation (left) and “tube-in-tube” reactor carbonylation (righ...
Scheme 2: Schematic diagram of the flow process.
Figure 4: Phosphine ligands used for the ortho-carbonylation reaction.
Scheme 3: The batch carbonylation of 2-chloro-1-iodobenzene in conventional lab (top) and using a Parr autocl...
Scheme 4: Structures of ortho-substituted carboxylic acids prepared via a continuous flow hydroxy-carbonylati...
Scheme 5: Flow carbonylation of 2-iodonaphtalene.
Figure 5: X-ray structure of substrate 33.
Scheme 6: Scale up synthesis of 2-chloro-4-fluorobenzoic acid (20).
Beilstein J. Org. Chem. 2015, 11, 875–883, doi:10.3762/bjoc.11.98
Figure 1: Selected examples of biologically active thiazole containing molecules [12-20].
Scheme 1: Illustration of substrates that form thiophenes under Gewald-type conditions.
Figure 2: Substrates which did not react under the optimised conditions.
Scheme 2: Proposed mechanisms for the formation of thiazoles.