Это сработало для меня.Спасибо за все предложения.
var query =
from r in Roles
from ur in UsersInRoles
.Where(v => v.Rolename == r.Rolename && v.Username == "ADMIN")
.DefaultIfEmpty()
select new { Rolename = r.Rolename, IsInRole = (ur.Username != null) };
Сгенерированный SQL выглядит следующим образом
SELECT
1 AS [C1],
[Extent1].[Rolename] AS [Rolename],
CASE WHEN ([Extent2].[Username] IS NOT NULL) THEN cast(1 as bit) WHEN ([Extent2].[Username] IS NULL) THEN cast(0 as bit) END AS [C2]
FROM [bgt].[Roles] AS [Extent1]
LEFT OUTER JOIN [bgt].[UsersInRoles] AS [Extent2] ON ([Extent2].[Rolename] = [Extent1].[Rolename]) AND ('ADMIN' = [Extent2].[Username])