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. 2018 Jun 19;24(37):9295–9304. doi: 10.1002/chem.201801557

Table 2.

Exploration of the substrate scope of the N‐alkylation of tertiary =NH sulfonimidamide 2 aa: Variation of alkyl halide 9.

graphic file with name CHEM-24-9295-g009.jpg
Alkyl halide (R4Br/I) Isolated yield [%]
9 a: bromoethane 2 ca: 99
9 b: 2‐bromopropane 2 cb: 38
9 c: (bromomethyl)cyclobutane 2 cc: 61
9 d: (bromomethyl)cyclopentane 2 cd: 29
9 e: (bromomethyl)cyclohexane 2 ce: 71
9 f: 4‐(bromomethyl)tetrahydro‐2H‐pyran 2 cf: 60
9 g: graphic file with name CHEM-24-9295-g010.jpg 2 cg: 35
9 h: graphic file with name CHEM-24-9295-g011.jpg 2 ch: 50
9 i: graphic file with name CHEM-24-9295-g012.jpg 2 ci: 46
9 j: 1‐bromo‐2‐methoxyethane 2 cj: 80
9 k: ethyl bromoacetate 2 ck: 40
9 l: graphic file with name CHEM-24-9295-g013.jpg 2 cl: 13
9 m: methyl iodide 2 cm: 59
9 n: benzyl bromide 2 cn: 57
9 o: graphic file with name CHEM-24-9295-g014.jpg 2 co: 62
9 p: allyl bromide 2 cp: 72
9 q: propargyl bromide 2 cq: 63
9 r: 1‐bromobut‐2‐yne 2 cr: 71