With turbos there's one big issue and that's getting it to spin up properly. WIth a single cylinder (like most indian bikes) you have only one exhaust pulse followed by a long dead period. So the turbo will never really spool up to the speed needed to build boost. Only once you have three or four cylinders will the turbo get enough continuous exhaust pressure to spool up properly. (Not saying it's not possible on a twin cylinder engine, but the challenge will be much greater.)
On top of that you need a fair amount of plumbing to route the exhaust and intake to the turbo, oil lines would also be needed. Let's just say the gain compared the expense would be less than stellar.
Oh, and fitting a turbo on a bike is a great way to turn yourself into a fine paste sticking to a tree or the back of a truck. Boosting the power of any vehicle without also upgrading the brakes is suicide. With great power should come great brakes.
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