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[3+2]‐Cycloaddition Reactions of a Stable Phosphaalkyne—Transition from Singly to Doubly Coordinated Phosphorus
Author(s) -
Rösch Wolfgang,
Regitz Manfred
Publication year - 1984
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.198409001
Subject(s) - chemistry , cycloaddition , diazo , reactivity (psychology) , phosphorus , medicinal chemistry , organic chemistry , catalysis , medicine , alternative medicine , pathology
A large number of novel, five‐membered phosphorus heterocycles are accessible by cycloadditions of the phosphaalkyne 1 with 1,3‐dipolar compounds. Thus, reaction of 1 with diazo compounds 2 leads via intermediates 3 to formation of the novel 1 H ‐1,2,4‐diazaphospholes 4. The high reactivity of the phosphaalkyne 1 is in complete contrast to the sluggishness of nitriles.