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Preparation and Reactions of CF 3 ‐Containing Phthalides
Author(s) -
Mitobe Kana,
Terashima Kyu,
KawasakiTakasuka Tomoko,
Agou Tomohiro,
Kubota Toshio,
Yamazaki Takashi
Publication year - 2018
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.201801384
Subject(s) - chemistry , reagent , moiety , alkoxy group , trifluoromethyl , medicinal chemistry , stereochemistry , combinatorial chemistry , organic chemistry , alkyl
We have demonstrated that reactions of aromatic 1,2‐diesters and the Ruppert–Prakash reagent (TMSCF 3 ) afforded hitherto unknown phthalides 1 with both trifluoromethyl (CF 3 ) and alkoxy groups at the 3 position, and their unique transformation was also investigated in detail to attain construction of a variety of very rare types of compounds, such as 1,3‐dihydroisobenzofurans 8 as well as indanones 9 with a CF 3 moiety, whose behavior was completely different from the structurally similar compound 2a .