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Beilstein J. Org. Chem. 2024, 20, 1308–1319, doi:10.3762/bjoc.20.114
Graphical Abstract
Figure 1: Reaction yields after seven uses of SSO and average recovery of the oil.
Scheme 1: Synthesis of epoxyisoindole-7-carboxylic acids 2a–m and 2n–p.
Scheme 2: Possible side reactions of unsaturated fatty acids with maleic anhydride.
Figure 2: Coupling constants of selected protons in compound 2a and its optimized geometric structure.
Scheme 3: Equilibrium of 2n–p with maleamic acid precursors.
Figure 3: Possible mechanism for the IMDAF reaction.
Figure 4: IRC calculations of a) endo-, b) exo-transition structures and products for compound 2a (semi-empir...