Preparation of Polyfunctional Arylzinc Organometallics in Toluene by Halogen/Zinc Exchange Reactions.
Angew Chem Int Ed Engl
; 58(37): 12898-12902, 2019 Sep 09.
Article
em En
| MEDLINE
| ID: mdl-31243862
ABSTRACT
A wide range of polyfunctional diaryl- and diheteroarylzinc species were prepared in toluene within 10â
min to 5â
h through an I/Zn or Br/Zn exchange reaction using bimetallic reagents of the general formula R'2 Znâ
2 LiOR (R'=sBu, tBu, pTol). Highly sensitive functional groups, such as a triazine, a ketone, an aldehyde, or a nitro group, were tolerated in these exchange reactions, enabling the synthesis of a plethora of functionalized (hetero)arenes after quenching with various electrophiles. Insight into the constitution and reactivity of these bimetallic mixtures revealed the formation of highly active lithium diorganodialkoxyzincates of type [R'2 Zn(OR)2 Li2 ].
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MEDLINE
Idioma:
En
Ano de publicação:
2019
Tipo de documento:
Article