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Chrome (Puppeteer) >> PDF, for shortcut to export to PDF. (You will also need Puppeteer)
pdf-lib - Node.js
PyPDF2 - Python (there seems to be up to PyPDF4, now)
Find a tool or tools to extract the table of contents from the generated pdf and generate a preface.pdf with the TOC witch to merge in-front of the original pdf ... With https://github.com/qpdf/qpdf I was able to generate a readable and searchable "pdf text-file" so that theoretically it was possible to find the header in the text file and via reverse search and the added comments find out on wich page it is etc. etc...
And one of the best tools to create PDF is Visual Studio Code, if you know how to use Markdown Preview Enhanced properly. (I've just noticed that I can use this in Atom as well.)
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