Reduction of Selenoamides to Amines Using SmI2–H2O
Author(s) -
Samuel Thurow,
Eder J. Lenardão,
Xavier JustBaringo,
David J. Procter
Publication year - 2016
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/acs.orglett.6b03325
Subject(s) - chemistry , amine gas treating , alkyl , aryl , primary (astronomy) , reduction (mathematics) , tertiary amine , base (topology) , combinatorial chemistry , lewis acids and bases , medicinal chemistry , organic chemistry , catalysis , mathematical analysis , physics , geometry , mathematics , astronomy
Selenoamides are selectively reduced to amines by SmI 2 with H 2 O. The process is general for primary, secondary, and tertiary aryl and alkyl selenoamide substrates and selectively delivers amine products. The reduction proceeds under mild conditions using SmI 2 activated by straightforward addition of H 2 O, and does not require an additional Lewis base additive.
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