Let $p$ be an odd prime. Is it true that there exists a permutation $\sigma$ of the set $$ \{1,\ldots,2p-1\}\setminus \{p\} $$ such that $$ \{\sigma(1),\ldots,(p-1)\sigma(p-1)\}=\{\sigma(p+1),\ldots,(p-1)\sigma(2p-1)\}=\{1,\ldots,p-1\} $$ in $\mathbf{Z}/p\mathbf{Z}$? [The answer is positive for $p \in \{3,5\}$]
An easier version of the problem asks for the existence of a permutation $\mu$ of $\{1,\ldots,p-1\}$ such that $\{\mu(1),\ldots,(p-1)\mu(p-1)\}=\{1,\ldots,p-1\}$ in $\mathbf{Z}/p\mathbf{Z}$.
In this case, the answer is negative since the products of the elements of each set would be the same modulo $p$, which is false by Wilson's theorem (indeed we would have $1\equiv -1\pmod{p}$ for an odd prime $p$). Note that the same method does not apply to the above problem.
On the other hand, an attempt would be: the product of those three sets are the same modulo $p$, hence (here we don't even need Wilson's theorem) we ask: "Does there exist a partition of $\{1,\ldots,2p-1\}\setminus \{p\}$ in two sets with $p-1$ elements such that the product of the elements of each set is $1$ modulo $p$? [Edit: the answer is positive for $p \in \{3,5,7\}$]
The motivation for this question is related to this thread and this post.
Edit: Another variant here.