4.7 Article

Nickel-Catalyzed Denitrogenative ortho-Arylation of Benzotriazinones with Organic Boronic Acids: an Efficient Route to Losartan and Irbesartan Drug Molecules

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 360, Issue 24, Pages 4784-4789

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201800923

Keywords

nickel-catalyzed; arylation; boronic acid; nickelacycle; losartan

Funding

  1. Ministry of Science and Technology of the Republic of China [MOST 105-2633-M-007-003]
  2. Ministry of Education, Taiwan

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Denitrogenative ortho-arylation, vinylation and methylation of 1,2,3-benzotriazin-4-(3H)-ones with organic boronic acids catalyzed by nickel complexes to give a wide range of o-substituted benzamides were demonstrated. Further, the catalytic reaction is successfully applied to the synthesis of the popular hypertensive drugs losartan and irbesartan in high yields.

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