Aromatic Nucleophilic Substitution: The Reaction of Sodium 2,2,2-Trifluoroethoxide with Chlorobenzonitriles in HMPA

Oxidatively assisted nucleophilic substitution of iodine in alkyl iodides by nucleofugic anions

“…Bu4NOTs (1) CHCI3 -78 0.1 C6H13OTs (28), C6H13C1 (20) CH3CHCH3 1 Cl2 (2) LiCI04 (5) AcOEt -78 0.1 CK3CHCH3 (30), C^CHCHgCI (10) I iciOj (XIO3 N02BF4 (1.5) Bu4NC104 (1)…”

Transition-Metal-Mediated Synthesis of Trifluoroethyl Aryl Ethers

“…Alternatively, the use of aryl halides as substrates to react with trifluoroethanol has emerged as a powerful strategy for their synthesis. 13,14 However, these procedures generally involve the use of activated aryl and heteroaryl chlorides and harsh reaction conditions which limit the functional-group compatibility of these reactions. To circumvent these problems, aryl iodides were used as substrates and copper(I) iodide/bromide was utilized as catalyst to favor the reactivity, as reported by Suzuki, 15 Brandsma, 16 and co-workers.…”