Highly Regioselective Addition of Organozinc Reagents to 2‐Oxo‐1, 2‐dihydropyrimidine‐5‐carboxylates Activated by BF3·OEt2: Synthesis of 2‐Oxo‐1, 2, 3, 4‐tetrahydropyrimidine‐5‐carboxylates. Issue 27 (2nd August 2013)

• Record Type: Journal Article
• Authors: Singh, Kamaljit; Chopra, Rakesh
• Is Part Of: European journal of organic chemistry. Issue 27(2013)
• Page Start: 6124
• Page End: 6129
• Publication Date: 2013-08-02
• Subjects: Nitrogen heterocycles -- Nucleo­bases -- Zinc -- Lewis acids -- Imines; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201300539
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: The incorporation of alkyl as well as phenyl groups at C‐4, a key position of 2‐oxo‐1, 2, 3, 4‐tetrahydropyrimidine‐5‐carboxylates, responsible for antagonist/agonist switching of the calcium channel blocking activity of these compounds, has been achieved by the addition of organozinc reagents to the corresponding 2‐oxo‐1, 2‐dihydropyrimidine‐5‐carboxylate derivatives catalysed by BF3 OEt2 . Abstract : An efficacious diversification of the key C‐4 position of 2‐oxo‐1, 2‐dihydropyrimidine‐5‐carboxylates has been achieved through the addition of organozinc reagents.