A radical addition and cyclization relay promoted by Mn(OAc)3⋅2H2O: Synthesis of 1,2-oxaphospholoindoles and mechanistic study

Novel and efficient Mn(OAc)3⋅2H2O promoted radical addition-[4 + 1] cyclization relay of 3-indolymethanols and phosphites was disclosed, which afforded 1,2-oxaphospholoindole derivatives in moderate to good yields. Based on the experimental and computational studies, a mechanism involving radical ad...

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Bibliographic Details
Published in:Chinese chemical letters 2021-06, Vol.32 (6), p.1915-1919
Main Authors: Xu, Meng-Meng, Kou, Lu-Yao, Bao, Xiao-Guang, Xu, Xiao-Ping, Ji, Shun-Jun
Format: Article
Language:English
Subjects:
3-Indolymethanol
DFT calculations
Dual role of Mn(OAc)3
Four-atom building blocks
Valuable products
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Summary:Novel and efficient Mn(OAc)3⋅2H2O promoted radical addition-[4 + 1] cyclization relay of 3-indolymethanols and phosphites was disclosed, which afforded 1,2-oxaphospholoindole derivatives in moderate to good yields. Based on the experimental and computational studies, a mechanism involving radical addition and intramolecular cyclization cascade was proposed. [Display omitted] Novel and efficient Mn(OAc)3⋅2H2O promoted radical addition-[4 + 1] cyclization relay of 3-indolymethanols and phosphites was disclosed, which afforded 1,2-oxaphospholoindole derivatives in moderate to good yields. Based on the experimental and computational studies, a mechanism involving radical addition and intramolecular cyclization cascade was proposed.
ISSN:1001-8417
1878-5964
DOI:10.1016/j.cclet.2021.02.001