title: Laccase-catalyzed domino reaction between catechols and 6-substituted 1,2,3,4-tetrahydro-4-oxo-2-thioxo-5-pyrimidinecarbonitriles for the synthesis of pyrimidobenzothiazole derivatives.
abstract: The laccase-catalyzed domino reaction between catechols and 6-substituted 1,2,3,4-tetrahydro-4-oxo-2-thioxo-5-pyrimidinecarbonitriles using aerial O2 as the oxidant delivers new pyrimidobenzothiazole derivatives. The complete structure elucidation of the ring-proton deficient heterocyclic products and the unambiguous determination of the regioselectivity of the reactions have been achieved by extended NMR spectroscopic methods including HSQMBC, super long-range HMBC, and (15)N measurements.
authors.affiliation: Bioorganische Chemie, Institut für Chemie, Universität Hohenheim, Garbenstrasse 30, D-70599 Stuttgart, Germany.
authors.forename: Heba T
authors.initials: HT
authors.lastname: Abdel-Mohsen
authors.forename: Jürgen
authors.initials: J
authors.lastname: Conrad
authors.forename: Uwe
authors.initials: U
authors.lastname: Beifuss
mesh_terms: D052160:Benzothiazoles / Q000737:chemistry / Q000378:metabolism*; D002384:Catalysis; D002396:Catechols / Q000737:chemistry / Q000378:metabolism*; D042845:Laccase / Q000737:chemistry / Q000378:metabolism*; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry / Q000378:metabolism*; D011743:Pyrimidines / Q000737:chemistry / Q000378:metabolism*; D011789:Quantum Theory
chemical_list: C584910:1,2,3,4-tetrahydro-4-oxo-2-thioxo-5-pyrimidinecarbonitrile; D052160:Benzothiazoles; D002396:Catechols; D009570:Nitriles; D011743:Pyrimidines; D042845:Laccase