Visible Light Promoted Iron‐Catalyzed One‐Pot Synthesis of 2‐Arylimino‐2H‐Chromenes from 2‐Hydroxybenzyl Alcohols and β‐ Ketothioamides at Room Temperature

• Published in: European journal of organic chemistry Vol. 26; no. 14
• Main Authors: Waheed, Mohd, Alsharif, Meshari A., Issa Alahmdi, Mohammed, Mukhtar, Sayeed, Parveen, Humaira
• Format: Journal Article
• Language: English
• Published: WEINHEIM Wiley 06.04.2023; Wiley Subscription Services, Inc
• Subjects: 2-arylimino-2H-chromenes; 2-hydroxybenzyl alcohol; Alcohols; Chemical synthesis; Chemistry; Chemistry, Organic; Dehydrogenation; Iron; Knölker complex; Photolysis; Physical Sciences; Room temperature; Science & Technology; visible light; β-ketothioamides; ROUTE; GOLD; METHYLATION; Knolker complex; PHOTOREDOX; ALKYLATION; COMPLEXES; visible light; 2-hydroxybenzyl alcohol; HYDROGEN; DEHYDROGENATION; 2-arylimino-2H-chromenes; INHIBITORS; DERIVATIVES; beta-ketothioamides
• ISSN: 1434-193X; 1099-0690
• DOI: 10.1002/ejoc.202300136

An efficient, environmentally benign and one‐pot approach for the synthesis of 2‐arylimino‐2H‐chromenes from 2‐hydroxybenzyl alcohols and β‐ketothioamides at room temperature under visible light has been developed. The reported reaction conditions were favorable for a wide range of β‐ketothioamides afforded good to excellent yields of the respective products. The low cost and air stable Knölker iron catalyst has been employed for the dehydrogenation of 2‐hydroxybenzyl alcohols under photolysis that would usually require a higher temperature. An efficient, environmentally benign and one‐pot approach for the synthesis of 2‐arylimino‐2H‐chromenes from 2‐hydroxybenzyl alcohols and β‐ketothioamides at room temperature under visible light has been developed. The reported reaction conditions were favorable for a wide range of β‐ketothioamides afforded good to excellent yields of the respective products.