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Efficient and Complementary Methods Offering Access to Synthetically Valuable 1,2‐Dibromobenzenes
Author(s) -
Diemer Vincent,
Leroux Frédéric R.,
Colobert Françoise
Publication year - 2011
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.201001217
Subject(s) - iodobenzene , chemistry , metalation , regioselectivity , halogenation , combinatorial chemistry , aryne , halogen , organic chemistry , catalysis , alkyl
1,2‐Dibromobenzenes are highly valuable precursors for various organic transformations, in particular, reactions based on the intermediate formation of benzynes. This report describes short sequences for the synthesis of various derivatives based on regioselective bromination, ortho ‐metalation, and halogen/metal permutations. 1,2‐Dibromo‐3‐iodobenzene ( 2f ), 1,2‐dibromo‐4‐iodobenzene ( 4c ), and 2,3‐dibromo‐1,4‐diiodobenzene ( 5e ) act as intermediates in these syntheses.