ELECTROPHILIC CYANATIONS .1. SYNTHESIS OF THIOCYANATOHETEROARENES ANDTOSYLHETEROARENES FROM MERCAPTOHETEROARENES USING P-TOLUENESULFONYL CYANIDE

Authors
MIYASHITA A NAGASAKI I KAWANO A SUZUKI Y IWAMOTO K HIGASHINO T
Citation
A. Miyashita et al., ELECTROPHILIC CYANATIONS .1. SYNTHESIS OF THIOCYANATOHETEROARENES ANDTOSYLHETEROARENES FROM MERCAPTOHETEROARENES USING P-TOLUENESULFONYL CYANIDE, Heterocycles, 45(4), 1997, pp. 745-755
Citations number
29
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
45
Issue
4
Year of publication
1997
Pages
745 - 755
Database
ISI
SICI code
0385-5414(1997)45:4<745:EC.SOT>2.0.ZU;2-U
Abstract
Mercaptoheteroarenes (1) underwent electrophilic cyanation with p-tolu enesulfonyl cyanide (TsCN) in THF in the presence of NaH to give the c orresponding thiocyanatoheteroarenes (2) in moderate to good yields. I n DMF, tosylheteroarenes (4) were formed by substitution with p-toluen esulfinate ion through thiocyanatoheteroarenes (2).