If you want them just required during a transition I suggest the jira-suite-utilites plugin. It is free, supported, and been around for a long time. The only drawback is it doesn't put an * next to the required field.
It looks like the Jira suite utilities is $1800 not free?
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You can use it during transition with the "Mandatory field validator" from Workfow Essentials. It also puts an asterisk * in front of the field.
https://marketplace.atlassian.com/plugins/de.codecentric.jira.wes/server/overview
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It is done using field configurations. See https://confluence.atlassian.com/adminjiracloud/specifying-field-behavior-776636443.html#Specifyingfieldbehavior-requirefield.
Edit: Just noticed that you want it mandatory only on certain transitions. In that case you have to use a workflow validator. You can use the "Fields Required" validator from JIRA Suite Utilities plugin.
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