You cannot go from Crimea into Mainland Ukraine as far as I know.
Russia to Ukraine you will need to avoid Luhansk and Donetsk Regions, meaning a diversion far away from the Black Sea (I suggest the Belgorod - Kharkiv crossing).
North Caucasus are fine but be aware there are active insurgencies in Dagestan and Ingushetia. Not necessarily a reason to avoid visiting, depending on how risk-averse you are, but something to be aware of.
There are travel reports on my website of both the South and North Caucasus, click below.
Cheers
EO
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EurasiaOverland a memoir of one quarter of a million kilometres by road through all of the Former USSR, Western and Southern Asia.
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