This solution does what you want it to, but is really the wrong approach to use when trying to hide personally identifiable data, as per Gordon's explanation in his answer.
SQL:
declare @t table(n nvarchar(20));
insert into @t values('John Doe')
,('JohnDoe')
,('John Doe Two')
,('John Doe Two Three')
,('John O''Neill');
select n
,stuff((select ' ' + left(s.item,1) + '***' + right(s.item,1)
from dbo.fn_StringSplit4k(t.n,' ',null) as s
for xml path('')
),1,1,''
) as mask
from @t as t;
Output:
+--------------------+-------------------------+
| n | mask |
+--------------------+-------------------------+
| John Doe | J***n D***e |
| JohnDoe | J***e |
| John Doe Two | J***n D***e T***o |
| John Doe Two Three | J***n D***e T***o T***e |
| John O'Neill | J***n O***l |
+--------------------+-------------------------+
String splitting function based on Jeff Moden's Tally Table approach:
create function [dbo].[fn_StringSplit4k]
(
@str nvarchar(4000) = ' ' -- String to split.
,@delimiter as nvarchar(1) = ',' -- Delimiting value to split on.
,@num as int = null -- Which value to return, null returns all.
)
returns table
as
return
-- Start tally table with 10 rows.
with n(n) as (select 1 union all select 1 union all select 1 union all select 1 union all select 1 union all select 1 union all select 1 union all select 1 union all select 1 union all select 1)
-- Select the same number of rows as characters in @str as incremental row numbers.
-- Cross joins increase exponentially to a max possible 10,000 rows to cover largest @str length.
,t(t) as (select top (select len(isnull(@str,'')) a) row_number() over (order by (select null)) from n n1,n n2,n n3,n n4)
-- Return the position of every value that follows the specified delimiter.
,s(s) as (select 1 union all select t+1 from t where substring(isnull(@str,''),t,1) = @delimiter)
-- Return the start and length of every value, to use in the SUBSTRING function.
-- ISNULL/NULLIF combo handles the last value where there is no delimiter at the end of the string.
,l(s,l) as (select s,isnull(nullif(charindex(@delimiter,isnull(@str,''),s),0)-s,4000) from s)
select rn
,item
from(select row_number() over(order by s) as rn
,substring(@str,s,l) as item
from l
) a
where rn = @num
or @num is null;
GO