Encouraged by these results considering the importance of allyl amines, further attempts were also made to explore the applicability of this concept to allylic functionalization imination reactions. With N-fluorobenzenesulfonimide (NFSI, 1.0 equiv.) as oxidant and diphenyl diselane (5 mol%) as catalyst in THF at room temperature, an allylic imidation product (25% yield) was indeed formed with most of the staring materials being untouched (Table , entry 1). The site and stereoselectivity were in accordance with the above chlorination protocol, confirming the versatility of borondirecting effect. A higher yield was obtained by changing the solvent to MeCN (entries 2 and 3). Further improvements were achieved by introducing molecular sieve (entry 4), increasing the oxidant dosage (entry 5), and slightly raising the reaction temperature (entry 6). And finally, the use of DCE as solvent in associated with 10 mol % of catalyst were able to reduce the oxidant (to 1.5 equiv) while enhancing the yield to 68% (entries 7-9). With the optimized conditions in hand, the substrate scopes for both the oxidation allylic chlorination and imidation reactions were explored. As shown in Scheme 2, a wide variety of alkyl-substituted allyl MIDA boronates were well applicable, generating the γ-chlorinated/imidized alkenyl boronates both as single regio-and E-geometric isomers in moderate to good yields. Some commonly encountered functional groups, such as ester (1f, 1l, 1m), phenoxy (1g), alkoxy (1h), acetal (1i), amide (1j), carbamate (1k), halogen (1n) were all well tolerated, indicating the mildness of the protocols. SCHEME 2. Substrate Scope. Chlorination: 1o (0.2 mmol), NCS (1.1 equiv.), PhSeCl (10 mol%), 4Å MS, MeCN, rt. a NCS (dissolved in MeCN) was added via syringe pump. Imidation: 1o (0.2 mmol), NFSI (1.5 equiv.), PhSeSePh (10 mol%), 4Å MS, DCE, 35 °C, under Ar, 12 h.