Mar 23, 2026

Constraint Dilemma

Manu Xaviour Thaisseril Shaju, Soham Takawadekar

Trusted monitors can catch backdoors in AI-generated code, but only by flagging a large share of honest submissions for costly human review. We

propose enforced comment constraints — mandatory, structured documentation

rules that create a dilemma for adversarial models: follow the constraints,

which bind comments to actual code semantics, exposing the backdoor to the

monitor — or break them and get caught by an automated compliance checker

before the monitor even runs. Building on Sreevatsa et al. (2026), who

showed that optional comments improve trusted monitoring, we make comments

mandatory and structured, eliminating the attacker's ability to write vague

or misleading documentation. We introduce a 5-class constraint taxonomy

ranging from free AST-based presence checks to LLM-verified semantic

accuracy, and evaluate it against six adversarial commenting strategies

across 200 coding problems. Our experimental data is synthetic due to

compute limitations; the contribution is the constraint dilemma framework

and methodology, not the specific numbers

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Cite this work

@misc {

title={

(HckPrj) Constraint Dilemma

},

author={

Manu Xaviour Thaisseril Shaju, Soham Takawadekar

},

date={

3/23/26

},

organization={Apart Research},

note={Research submission to the research sprint hosted by Apart.},

howpublished={https://apartresearch.com}

}

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This work was done during one weekend by research workshop participants and does not represent the work of Apart Research.
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