4.4 Article

Synthesis of 4-boraneyl-1,4-dihydroisoquinolin-3-ones via copper-catalyzed BoroneHydrogen bond insertion of 4-diazo-1,4-dihydroisoquinolin-3-ones into amine-borane adduct

Journal

TETRAHEDRON
Volume 84, Issue -, Pages -

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2021.132019

Keywords

Diazo compounds; Organoboranes; Metal carbenes; Copper-catalysis; B-H bond Insertion

Funding

  1. NSFC [21772169, 21632003]

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A facile and efficient copper(I)-catalyzed protocol for the synthesis of 4-boraneyl-1,4-dihydroisoquinolin-3-ones via B-H insertion of copper carbenes has been reported. The reactions exhibit a good scope for the substrate, mild reaction conditions, and high yields, with the products isolated as bench-stable Lewis adducts with Me3N.
A facile and efficient copper(I)-catalyzed protocol for the synthesis of 4-boraneyl-1,4-dihydroisoquinolin-3-ones via B-H insertion of copper carbenes derived from 4-diazoisoquinolin-3-ones into amine-borane Lewis adduct is reported. The reactions feature a good scope for the 4-diazoisoquinolin-3-ones, mild reaction conditions and high yields. The products are isolated as bench-stable Lewis adducts with Me3N. (c) 2021 Elsevier Ltd. All rights reserved.

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