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Reaction of 1,3‐Bis(trimethylsilyloxy)‐1,3‐butadienes with 2,4,6‐Tris(trifluoromethyl)‐1,3,5‐triazine: Planning and Serendipity
Author(s) -
Iaroshenko Viktor O.,
Bunescu Alina,
Spannenberg Anke,
Langer Peter
Publication year - 2011
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201100379
Subject(s) - trifluoromethyl , triazine , chemistry , tris , serendipity , medicinal chemistry , stereochemistry , organic chemistry , combinatorial chemistry , philosophy , biochemistry , alkyl , epistemology
Tri and you will succeed! A new type of formal [3+3] cyclization reaction of 2,4,6‐tris(trifluoromethyl)‐1,3,5‐triazine with 1,3‐bis(trimethylsilyloxy)‐1,3‐butadienes has been discovered that provides a convenient approach to functionalized 2,6‐bis(trifluoromethyl)‐1,4‐dihydro‐4‐oxopyridones (see scheme). The mechanism was studied by the isolation of an unusual tricyclic intermediate.