Synthesis of C2‐Phosphorylated Indoles via Metal‐Free 1,2‐Phosphorylation of 3‐Indolylmethanols with P(O)‐H Species

• Published in: Advanced synthesis & catalysis Vol. 361; no. 23; pp. 5311 - 5316
• Main Authors: Zou, Yun‐Xiang, Liu, Xiao‐Yan, Zhang, Jing, Yang, Hong‐Li, Yang, Xin‐Yue, Liu, Xiao‐Ling, Chu, Yi‐Wen, Chen, Long
• Format: Journal Article
• Language: English
• Published: WEINHEIM Wiley 03.12.2019; Wiley Subscription Services, Inc
• Subjects: 1,2-addition; 3-Indolylmethanols; Chemistry; Chemistry, Applied; Chemistry, Organic; Diketones; Hydroxyl groups; Indoles; Ketones; Metal-free; Phosphines; Phosphonates; Phosphorylated indoles; Phosphorylation; Physical Sciences; Science & Technology; Substrates; Synthesis; Phosphorylation; Metal-free; REGIOSPECIFIC SYNTHESIS; S(N)1-TYPE REACTION; ALKYLATION; SIGMATROPIC REARRANGEMENTS; Phosphorylated indoles; PALLADIUM-CATALYZED AMINATION; ALCOHOLS; 1; CROSS-COUPLING REACTIONS; 2-addition; ORTHO-ESTER REARRANGEMENT; H-PHOSPHINE OXIDES; ENE REACTION; 3-Indolylmethanols
• ISSN: 1615-4150; 1615-4169
• DOI: 10.1002/adsc.201900987

An efficient and practical method for synthesis of C2‐phosphorylated indoles has been disclosed via a metal‐free 1,2‐phosphorylation of 3‐indolylmethanols with H‐phosphine oxides or H‐phosphonates. This alternative protocol features a broad substrate scope with respect to both 3‐indolylmethanols der...