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The behaviour of 2‐nitrothiophene and of 3‐nitrothiophene with some nucleophiles
Author(s) -
Dell'Erba Carlo,
Novi Marino,
Guanti Giuseppe,
Spinelli Domenico
Publication year - 1975
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570120223
Subject(s) - chemistry , nucleophile , reactivity (psychology) , piperidine , lithium (medication) , medicinal chemistry , coupling (piping) , combinatorial chemistry , organic chemistry , catalysis , medicine , alternative medicine , pathology , endocrinology , mechanical engineering , engineering
The reactivity of 2‐nitrothiophene (1) and of 3‐nitrothiophene (II) with some nucleophiles has been studied. According to calculated electronic densities I can receive nucleophilic attack at C 3 and C 5 depending on the nucleophile used, but II only at C 2 . With N ‐lithium piperidine both I and II also give coupling products (VII and XI respectively) of the hithienyl type.