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An inexpensive, selective procedure for oxidizing α‐methyl to α‐formyl pyrroles pavel bobal
Author(s) -
Lightner David A.
Publication year - 2001
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570380531
Subject(s) - ceric ammonium nitrate , chemistry , oxidizing agent , yield (engineering) , methanol , aqueous solution , bromate , ammonium nitrate , ammonium , nitrate , organic chemistry , inorganic chemistry , ion , materials science , metallurgy , grafting , polymer
α‐Methylpyrroles are converted to α‐formyl by sodium bromate in aqueous methanol in ∼60% yield. Adding 1% ceric ammonium nitrate as a co‐oxidant brings the isolated yields of synthetically useful 2‐formylpyrroles 2a‐d up to ∼70%, or close to those found when using only the considerably more expensive ceric ammonium nitrate as oxidant.

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