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A Two‐Step Continuous‐Flow Synthesis of N ‐(2‐Aminoethyl)acylamides through Ring‐Opening/Hydrogenation of Oxazolines
Author(s) -
Gutmann Bernhard,
Roduit JeanPaul,
Roberge Dominique,
Kappe C. Oliver
Publication year - 2011
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201102772
Subject(s) - hydrazoic acid , ring (chemistry) , computer science , residence , scheme (mathematics) , process (computing) , chemistry , organic chemistry , mathematics , programming language , sociology , mathematical analysis , demography
Harnessing hydrazoic acid in flow! 2‐Oxazolines can be ring‐opened in a very efficient manner by treatment with in situ generated hydrazoic acid. Despite the toxic and explosive nature of hydrazoic acid, this process can be conducted safely in a continuous‐flow format with residence times as short as 5 min at 130 °C (see scheme).