Research output: Contribution to journal › Article › peer-review
Research output: Contribution to journal › Article › peer-review
}
TY - JOUR
T1 - Synthesis and reactions of aromatic and heterocyclic isocyanides
AU - Mironov, M. A.
AU - Mokrushin, V. S.
PY - 1999
Y1 - 1999
N2 - Reactions of halo-and nitroanilines with dichlorocarbene resulted in formation of the corresponding isocyanides in poor yields. Better results are obtained by treatment with phosphoryl chloride of formanilides having the same substituents. The latter procedure was used to prepare previously inaccessible derivatives of 2-pyridyl, 2-thiazolyl, and 1,3,4-thiadiazol-2-yl isocyanides. To prevent polymerization, the isocyanides were isolated as complexes with copper(I) bromide which can be decomposed with aqueous potassium cyanide to release free isocyanides. Aryl and heteryl isocyanides reacted with such nucleophiles as water and dimethylamine under mild conditions.
AB - Reactions of halo-and nitroanilines with dichlorocarbene resulted in formation of the corresponding isocyanides in poor yields. Better results are obtained by treatment with phosphoryl chloride of formanilides having the same substituents. The latter procedure was used to prepare previously inaccessible derivatives of 2-pyridyl, 2-thiazolyl, and 1,3,4-thiadiazol-2-yl isocyanides. To prevent polymerization, the isocyanides were isolated as complexes with copper(I) bromide which can be decomposed with aqueous potassium cyanide to release free isocyanides. Aryl and heteryl isocyanides reacted with such nucleophiles as water and dimethylamine under mild conditions.
UR - http://www.scopus.com/inward/record.url?partnerID=8YFLogxK&scp=0033241186
M3 - Article
VL - 35
SP - 693
EP - 697
JO - Russian Journal of Organic Chemistry
JF - Russian Journal of Organic Chemistry
SN - 1070-4280
IS - 5
ER -
ID: 56192884