Synthesis of 2-nitro- and 2,2'-dinitrobiphenyls by means of the suzuki cross-coupling reaction

Autor: Alberto Martinez Carillo, Raquel Rodriguez Gonzalez, Hans‐Rene Bjoersvik, Lucia Liguori
Rok vydání: 2005
Předmět:
Zdroj: The Journal of organic chemistry. 70(23)
ISSN: 0022-3263
Popis: [Reaction: see text]. Mechanistic investigations and protocols for the synthesis of 2-nitrobiphenyls and 2,2'-dinitrobiphenyls are disclosed. It is revealed that obstacles appear during the transmetalation step when the phenylboronic acid is substituted with a nitro group in the 2-position, whereas when substituted in the 3- or 4-positions, the reaction follows similar patterns as found in the electrophilic substitution of nitrobenzenes, an observation that may be attributed to the elimination step of the catalytic cycle.
Databáze: OpenAIRE