I know of no automated way to do this. You could put Markers into the Timeline which indicate where each image should go. You would then have to drag the image (one at a time) from the Media Pool to correct Marker location.
You could try this:
1. Get a list of the files you want added sorted by time (preferably). You could use something like “dir /od/b *.jpg > dir.txt”.
2. Open Excel. Tools -> Macro -> VB Editor.
3. Enter:
Function MyGetFileDateTime(fileName As String) As Date
MyGetFileDateTime = FileSystem.FileDateTime(fileName)
End Function
4. On the worksheet, copy the values of (1) into col A.
5. In cell B1, enter:
=PERSONAL.XLS!MyGetFileDateTime(A1)
6. Select B1. Format -> Cells -> Time. Select the Type 30:55.2
7. Copy B1. Select all the rows in B for which you have a value in col A. Paste. You should now have all the file date/time values in col B for each value in col A.
8. Col C, cell C1, enter 0
9. Cell C2, enter:
=B2-Bx
Yes, you’ll get an error.
10. Copy C2. Select all the rows from C3 down for which there’s a value in B. Paste. You should now have a bunch of error-ed functions.
11. Select the error-ed functions. Edit -> Replace. Replace Bx with B1. Each C2 (onwards) should be =B#-B1. I.e, C1 is 0, C2 onwards is the offset in time from 0.
12. Highlight values in C, Format -> Cells -> Time. Select the Type 30:55.2
13. In col D, enter a marker name (M.1, M.2, etc.) … or copy the values from col A.
—> Col C and D should contain Time (offset) and Marker names
14. Open your .veg
15. Alt-6, Select Show Markers.
16. Select the values from Excel, cols C and D. Copy.
17. In Vegas (Markers) Select All (top leftmost cell). Paste.
—> You should now have Markers in the timeline.
Now it is time for drag and drop.
Note: This assumes that time 0:00.0 is ALSO the start of your video. If it is not, you will need to adjust the time calculation functions accordingly. Alternatively, you could just slide the media in the images Track (forward or backward) until it lines up with your video footage Track.