I think that this issue should be closed as 'out of date' as it was pretty open-ended and it is unclear what request remains.

For the specific case "for a in (8,9)", the suggested "expected ':'" has been added on another issue.  I expect that there are other additions from other issues.

For "for a in (8,9: print a," there is no change but for "for a in (8,9]" we now have "closing parenthesis ']' does not match opening parenthesis '('".  This properly does not say that "expected ')'" as the needed fix might be to insert opener '['.

For many other cases, the proposed additions were disputed as not helpful, mostly because multiple things could be expected.  I think other suggestions, based on current master, should be new issues.