Photo by michealcopley03 from unsplash
Unlike phosphonium ylides used extensively for C═C bond formation, herein we disclose the direct use of phosphonium salts for site-selective alkylation to p-quinols via a 5-membered betaine-type intermediate. This strategy… Click to show full abstract
Unlike phosphonium ylides used extensively for C═C bond formation, herein we disclose the direct use of phosphonium salts for site-selective alkylation to p-quinols via a 5-membered betaine-type intermediate. This strategy provides a novel and general approach for the synthesis of α-(m-aminoaryl) esters, amides and ketones under ambient conditions. The reaction proceeds through in situ generation of P-ylide, alkylation and aromatization. Reaction is highly compatible with diverse functional phosphonium salts and amines.
Journal Title: Organic letters
Year Published: 2022
Link to full text (if available)
Share on Social Media: Sign Up to like & get
recommendations!