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[5+2]Cycloaddition of Cyclic N ‐Phosphino‐1‐azadienes: Synthesis, Structure, and Reactivity of the First Seven‐Membered Iminophosphorane
Author(s) -
Barluenga José,
Tomás Miguel,
Bieger Klaus,
GarcíaGranda Santiago,
SantiagoGarcía Rafael
Publication year - 1996
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199608961
Subject(s) - cycloaddition , reactivity (psychology) , dimethyl acetylenedicarboxylate , electrophile , chemistry , 1,3 dipolar cycloaddition , medicinal chemistry , stereochemistry , organic chemistry , catalysis , medicine , alternative medicine , pathology
Unusual structure and reactivity characterize 1 , an iminophosphorane, which is formed by a 1,5‐dipolar cycloaddition from a diazaphosphinine and dimethyl acetylenedicarboxylate. Compound 1 rearranges into 2 in solution, and reacts with electrophiles to give 3a,b .

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