using System.Text.RegularExpressions;
public static void Main()
string pattern = @"(?<statement>(?<word>\w+)+\s+(With|Without)\s+(?<-word>\w+)+(?(word)(?!)))|(?<statement>\sAND\s)|(?<remainder>\sAND$)";
string input = @" Tom With Jane AND Mike Without Anne AND";
foreach (Match m in Regex.Matches(input, pattern))
Console.WriteLine("'{0}' found at index {1}.", m.Value, m.Index);