Deogen: Automatic Benchmark Generation for Reasoning over Policies

Reasoning with complex, context-specific rules remains challenging for large language models (LLMs). In legal and policy settings, this manifests as deontic reasoning: reasoning about obligations, permissions, and prohibitions under explicit rules. While many recent benchmarks emphasize short-context mathematical reasoning, fewer focus on long-context, high-stakes deontic reasoning. To address this gap, we introduce DEONTICBENCH, a benchmark of 6,232 tasks across U.S. federal taxes, airline baggage policies, U.S. immigration administration, and U.S. state housing law. These tasks can be approached in multiple ways, including direct reasoning in language or with the aid of symbolic computation. Besides free-form chain-of-thought reasoning, DEONTICBENCH enables an optional solver-based workflow in which models translate statutes and case facts into executable Prolog, leading to formal problem interpretations and an explicit program trace. We release reference Prolog programs for all instances. Across frontier LLMs and coding models, best hard-subset performance reaches only 44.4% on SARA Numeric and 46.6 macro-F1 on Housing. We further study training with supervised fine-tuning and reinforcement learning for symbolic program generation. Although training improves Prolog generation quality, current RL methods still fail to solve these tasks reliably. Overall, DEONTICBENCH provides a benchmark for studying context-grounded rule reasoning in real-world domains under both symbolic and non-symbolic settings.

Deontic reasoning is the task of answering questions by applying explicit rules and policies to case-specific facts, for example computing tax liability under a statute or determining the outcome of an immigration appeal. A key technical challenge for LLM-based deontic reasoning is that the relevant ruleset can be long and cross-referenced, so models may still fail to locate the rules needed for a particular reasoning step. We introduce Deontic Agentic Reasoning (DAR), an agentic reasoning setup in which the model interacts with the statutes on demand. We evaluate DAR under multiple harnesses on hard subsets of DeonticBench. Across these settings, we find that agentic harnesses can push the frontier on deontic reasoning tasks, but improvements are not uniform: weaker models often degrade on numerical tasks while consuming far more tokens.

We study reasoning in Rule-Governed Decision Tasks (RGDTs), where models apply external rules to case facts and justify decisions, as required in policy, contract, and compliance settings. Beyond the deductive capability emphasized by standard mathematical and logical reasoning tasks, RGDTs require interpreting rules and their applicability, assessing conditions from evidence, combining judgments under rules and exceptions, and providing checkable justifications. These demands motivate a benchmark assessing both decisions and their stated grounds. We introduce RGDT-Bench, providing 202.1K condition-level supervision slots across four task tracks and eight supported task-probe combinations that vary access to supporting information. Label-blind extraction and deterministic checks produce labels for warrant completeness: source-referenced coverage and consistency of stated decision grounds. The benchmark attributes failures to four process layers: rule use, condition, evidence, and aggregation, and checks the final outcome. Among evaluable correct responses, warrant incompleteness averages 40.2% across six evaluated LLMs and supported task-probe combinations. Such warrant incompleteness poses potential safety risks and remains difficult to detect: the best of seventeen existing evaluators reaches only 57.69% (random: 50%) task-averaged area under the receiver operating characteristic curve (AUROC). To address this difficulty, we train a simple reward model with warrant supervision. It achieves 69.24% task-averaged AUROC among correct answers, exceeding the matched outcome-supervised baseline by 10.37 pp (percentage points) and the best existing evaluator by 11.55 pp. Beyond completeness assessment, the model outperforms both outcome-supervised baselines across nearly all response-selection comparisons, supporting RGDT-Bench's warrant supervision for RGDT reasoning.