The methodological development of a series of domino or cascade reactions affording a series of N‐heterocycles is described. The rapid formation of these ring systems is in each case associated with the incorporation of a Heck reaction at either an early or a late stage of the domino process. A range of catalytic conditions and substrate modifications for optimisation of domino Tsuji–Trost/Heck, Buchwald–Hartwig/Heck and Heck/carbopalladation reaction sequences are reported.
A domino alkyne addition/CO insertion/Nu acylation reaction to a series of novel anthrapyran-2-ones in good to excellent yields is described. In addition, an efficient synthetic sequence involving carbonylation, formation of a β-keto-sulfoxide, and cyclization is presented en route to the antibiotic and antitumor compound (±)-BE-26554A.
Herein we describe at otal synthesis of the natural product heraclemycin B. This synthetic approach follows aD iels-Alders trategy to form the anthracenone core fol-lowed by a b-ketosulfoxide and aldehydea nnulation to form the 4-pyranone Dring. The spectrald ata fort he synthesized product matches that reported in the isolation studies. Figure 1. Naturalp roducts heraclemycins A-D.
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