Can she get him British Citizenship?

I'm writing this on behalf of my friend and need the correct advice. My friend who is a British Citizen (by birth) has an illegal boyfriend who is from India. She wishes to marry him.

About my friend: my friend had a daughter at a very young age (16/17) and has been a single parent since then. She lives in a council home, has never had a job (if she has had a job, she didn't inform HM Revenue), she has no qualifications (because she dropped out of school at a very young age), shes been living on benefits all her life. Her family don't support her because of a few family problems. my friend has never paid tax!

About my friend's boyfriend: He came to England 2 years ago - illegally. His previous student visa was refused (he applied for this before he came to England illegally), has never paid any kind of tax here, has nothing back in India for him to fall back on (any kind of asset - property or bank balance) - so he cant really support my friend or her daughter.

So, now the questions:
1. Will he be able to get ILR here - if so, what are the procedures?
2. How long will it take him before he can apply for a British Passport?
3. Are there any chances that if my friend apply's for her Boyfriend to come and live in England with her, the visa can be refused?

Thank you (in advance)