Phenyl cyclopropyl ether in electrophilic substitution reactions

One-Pot Approach for SNAr Reaction of Fluoroaromatic Compounds with Cyclopropanol

“…In particular, reacting 2-bromo-4-fluorobenzonitrile with cyclopropanol at 25 °C for 4 h gives rise to a yield of 80.3% (Table 4, entry1). For pyridine derivatives, 4-chloro-2-fluoropyridine, 5-bromo-2,3-difluoropyridine and 5-bromo-2-fluoro-3-methylpyridine, the protocol give respective target products with moderate yields (Table 4, entries [4][5][6]. Note that room temperature and 2 h are sufficient for the reaction of 4-chloro-2-fluoropyridine with cyclopropanol to achieve a moderate yield (about 62.7%; Table 4, entry 4).…”

“…At present, there are mainly two methods for preparing cyclopropoxy-containing compounds. The first is the preparation of halogenated aryl cyclopropyl ethers by methylenation of halogenated aryl vinyl ethers; [5][6][7] this protocol suffers from drawbacks such as long reaction time, cumbersome operations, and the rather low yield (<20%). An alternative route is to react bromocyclopropane with phenol to produce phenyl cyclopropyl ether.…”