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Regular Expression
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\bjack(?:[ &-]+|([ -]?)(?:and|n)\1)?jill\b
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gm
Input 1
New
jackjill jack jill jack-jill jack&jill jack & jill jack-&-jill jack and jill jackandjill jack-and-jill jack n jill jackandjill jack-andjill jackjill | jack jill | jack-jill | jack&jill | jack & jill | jack-&-jill | jack and jill | jackandjill | jack-and-jill | jack n jill