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An Efficient, Easy Route for the Synthesis of 2,2′:6′,2′′‐Terpyridine 1′‐Oxides
Author(s) -
Fallahpour RezaAli,
Neuburger Markus
Publication year - 2001
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 - 10.1002/1099-0690(200105)2001:10<1853::aid-ejoc1853>3.0.co;2-s
Subject(s) - terpyridine , chemistry , stannane , stille reaction , oxide , bipyridine , crystal structure , medicinal chemistry , organic chemistry , catalysis , metal
2,6‐Dibromopyridine N ‐oxide and 4‐nitro‐2,6‐dibromopyridine N ‐oxide were treated with tributyl(pyridin‐2‐yl)stannane under the conditions of the Stille coupling reaction. Derivatives of 2,2′‐bipyridine 1‐oxides as well as 2,2′:6′,2′′‐terpyridine 1′‐oxides were synthesised. Oxidation of 2,2′:6′,2′′‐terpyridine 1′‐oxide with m ‐CPBA gave 2,2′:6′,2′′‐terpyridine 1,1′‐dioxide. The crystal structures of 4‐nitro‐6‐bromo‐2,2′‐bipyridine 1‐oxide and 2,2′:6′,2′′‐terpyridine 1,1′‐dioxide were determined by X‐ray structure analysis.