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Diversity‐Oriented Synthesis of Hydrazine‐Derived Compounds from Amino Isocyanates Generated In Situ
Author(s) -
Clavette Christian,
Vincent Rocan JeanFrançois,
Beauchemin André M.
Publication year - 2013
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201306379
Subject(s) - hydroamination , isocyanate , hydrazine (antidepressant) , chemistry , in situ , combinatorial chemistry , reactivity (psychology) , sequence (biology) , organic chemistry , catalysis , polyurethane , medicine , biochemistry , alternative medicine , chromatography , pathology
Behind the mask : Nitrogen‐substituted isocyanates are rare and their synthetic potential is virtually untapped. Simple masked precursors can form amphoteric amino isocyanate intermediates in situ, and allows the synthesis of complex hydrazine derivatives upon addition with amines. This reactivity was used in a cascade substitution/hydroamination sequence, and in the assembly of azadipeptide analogues.