Grignard Reagent‐Mediated Regioselective 1,8‐Addition of α‐(2‐Thienylidene)‐β‐ketosulfones

• Published in: Advanced synthesis & catalysis Vol. 365; no. 13; pp. 2264 - 2270
• Main Authors: Chang, Meng‐Yang, Chen, Kuan‐Ting, Chen, Hsing‐Yin
• Format: Journal Article
• Language: English
• Published: WEINHEIM Wiley 04.07.2023; Wiley Subscription Services, Inc
• Subjects: Addition; Bromides; Chemistry; Chemistry, Applied; Chemistry, Organic; Cosolvent; C−H Functionalization; Diethyl ether; Physical Sciences; Reagents; Regioselectity; Regioselectivity; Science & Technology; Solvents; Transition metals; β-Ketosulfone; SCHLENK EQUILIBRIUM; Addition; Cosolvent; 1,6-CONJUGATE ADDITION; beta-Ketosulfone; ASYMMETRIC CONJUGATE ADDITION; ORGANOCATALYTIC 1,6-ADDITION; C-H Functionalization; DIVERGENT SYNTHESIS; PARA-QUINONE METHIDES; Regioselectity; SOLVENT

Grignard reagent‐mediated and solvent‐controlled regioselective 1,8‐addition of α‐(2‐thienylidene)‐β‐ketosulfones provides diversified substituted 2‐thienylmethyl β‐ketosulfones in moderate yields in a diethyl ether–dioxane cosolvent and dioxane (v/v=4/1) under ice‐bath conditions. The 1,4‐addition...