2-Sulfoximidoyl Acetic Acids from Multicomponent Petasis Reactions and Their Use as Building Blocks in Syntheses of Sulfoximine Benzodiazepine Analogues
Renè Hommelsheim, Heliana Michaela Núñez Ponce, Khai‐Nghi Truong, Kari Rissanen, Carsten Bolm
Abstract
H-sulfoximines and boronic acids react with glyoxalic acid to afford the corresponding 2-substituted acetic acids with N-bound sulfoximidoyl groups. The protocol features excellent yields under ambient, metal-free conditions and short reaction times. Furthermore, the applicability of 2-sulfoximidoyl acetic acids as building blocks for synthesizing sulfoximine-based benzodiazepine analogues was demonstrated.
Topics & Concepts
ChemistryAcetic acidCombinatorial chemistryOrganic chemistrySynthesis and Catalytic ReactionsSulfur-Based Synthesis TechniquesChemical Synthesis and Analysis