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Recent Advances and Uses of (Me 4 N)XCF 3 (X=S, Se) in the Synthesis of Trifluoromethylthiolated and Trifluoromethylselenolated Compounds
Author(s) -
Yang XiHui,
Chang Denghu,
Zhao Rong,
Shi Lei
Publication year - 2021
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.202000575
Subject(s) - chemistry , reagent , tetramethylammonium , fluorine , transition metal , organic synthesis , combinatorial chemistry , molecule , organic molecules , metal , catalysis , organic chemistry , ion
The introduction of trifluoromethylthio (SCF 3 ) and trifluoromethylseleno (SeCF 3 ) substituents into organic molecules significantly improves the electron‐withdrawing and lipophilic properties of their parent compounds. Therefore, a vast class of versatile reagents were employed to access the corresponding fluorine‐containing compounds. Among them, tetramethylammonium salts, such as (Me 4 N)SCF 3 and (Me 4 N)SeCF 3 , have been employed as practical and efficient non‐metal reagents for developing efficient trifluoromethylthiolation and trifluoromethylselenolation in recent years. This Minireview systematically illustrates the application of (Me 4 N)XCF 3 (X=S, Se) in the synthesis of trifluoromethylthiolated and trifluoromethylselenolated compounds, and its content is divided into two categories: transition‐metal‐catalyzed reactions, and transition‐metal‐free reactions.