Im not a big fan of bleach so I wouldnt recommend it anyways, but I know if it has metallic salts in it it can damage your hair even more than bleach usually does when applied over henna or indigo, and turn some gnarly colors as well.
I have a box of color oops that I had considered using to lighten my chemical black before hennaing. I never did use it, but its supposed to be gentle on hair. Doesnt contain peroxide or anything.
Because I never use dit, I now have about 3" of growth thats not black, and Ive been hennaing it, so my roots are a deep red and the rest of my hair is black with kind of a red sheen to it. It looks kinda cool, actually. It sounds liek you may have similar results if you just start hennaing without lightening.
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