Premium
Regioselective Synthesis of Silylated Pyrazolines and Indazolines by Reaction of Pyrazolium and Indazolium Salts with Silyllithium Reagents
Author(s) -
GonzálezNogal Ana M.,
Calle Mariola,
Calvo Luis A.,
Cuadrado Purificación,
GonzálezOrtega Alfonso
Publication year - 2005
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200500438
Subject(s) - chemistry , synthon , regioselectivity , reagent , silylation , ring (chemistry) , organic chemistry , medicinal chemistry , catalysis
Abstract Pyrazolium salts react with dimethylphenylsilyl‐ and tert ‐butyldiphenylsilyllithium to give, in general, only one of the two possible 5‐silyl‐3‐pyrazolines. On the other hand, indazolium and isoindazolium salts lead to 3‐silylindazolines and occasionally to compounds resulting from the opening or expansion of the heterocyclic ring. All of these compounds are interesting synthons in organic chemistry. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)