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Temperature‐Dependent Regioselective Synthesis of 1,2,4‐Triazino[2,3‐ b ]indazoles and 3 H ‐1,4‐Benzodiazepines by Domino‐Staudinger/Aza‐Wittig/Isomerization Reaction
Author(s) -
Xie Hai,
Yu JianBo,
Ding MingWu
Publication year - 2011
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201100710
Subject(s) - isomerization , chemistry , staudinger reaction , wittig reaction , domino , regioselectivity , cascade reaction , tandem , medicinal chemistry , organic chemistry , computational chemistry , catalysis , materials science , composite material
o ‐Azidobenzaldimine 8 reacted with triphenylphosphane at 0 °C with warming to room temperature to give 1,2,4‐triazino[2,3‐ b ]indazoles 12 by a domino‐Staudinger/aza‐Wittig/isomerization reaction. However, when heated to 80 °C the same reaction mixture afforded 3 H ‐1,4‐benzodiazepines 14 by a tandem‐Staudinger/aza‐Wittig reaction.
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