Synthesis of 5‐Substituted 1, 2, 3‐Triazolyl‐4‐phosphonate through Cross‐Coupling Reactions of 5‐Iodo‐1, 2, 3‐triazolyl‐4‐phosphonate. Issue 3 (9th December 2015)

• Record Type: Journal Article
• Authors: Thiery, Emilie; You, Vanny; Mora, Anne‐Sophie; Abarbri, Mohamed
• Is Part Of: European journal of organic chemistry. Issue 3(2016)
• Page Start: 529
• Page End: 534
• Publication Date: 2015-12-09
• Subjects: Synthetic methods -- Click chemistry -- Cycloaddition -- Cross‐coupling -- Nitrogen heterocycles; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201501266
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: Two methods for the preparation of 5‐iodo‐1, 2, 3‐triazolyl‐4‐phosphonate were explored. This compound was then functionalized by Suzuki and Stille cross‐coupling reaction to obtain 5‐aryl‐, 5‐heteroaryl‐ or 5‐alkenyl‐1, 2, 3‐triazolyl‐4‐phosphonates. Abstract : 5‐Iodo‐1, 2, 3‐triazolyl‐4‐phosphonate is prepared from diethyl ethynylphosphonate by one‐pot regioselective 1, 3‐dipolar cycloaddition/iodation reaction and used in Suzuki and Stille cross‐coupling reactions.