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A Python library and CLI toolkit that brings PDF files alive with the power of LLMs.

Highlights

Feature Details
Automatic TOC generation Generate clickable Table of Contents (PDF bookmarks) using LLM inference with intelligent batching for arbitrarily large documents
Smart OCR detection Automatically detects scanned PDFs and performs OCR via Tesseract when needed
Intelligent file renaming Batch rename files using natural language instructions with LLM-powered inference and confidence scoring
Multi-provider LLM support Use any LLM provider via LangChain: OpenAI, Anthropic, local models via Ollama, and more
TOC postprocessing Optional second LLM pass cross-references against printed TOC pages to fix typos, remove duplicates, and correct hierarchy
TOML configuration Set persistent defaults for any CLI option via pdfalive.toml config files with per-command sections
Built-in resilience Automatic retry logic with exponential backoff for handling API rate limits
Evaluation harness Golden-data evaluations with VCR-style LLM record/replay — measure TOC quality changes deterministically and for free

Installation

Tesseract is required for OCR functionality. On macOS:

brew install tesseract

Install pdfalive via pip:

pip install pdfalive

Or run directly without installation using uvx:

uvx pdfalive generate-toc input.pdf output.pdf

Usage

Use --help on any command for detailed options:

pdfalive --help
pdfalive generate-toc --help

generate-toc

Generate a clickable Table of Contents using PDF bookmarks. The tool extracts font and text features from the PDF and uses an LLM to intelligently identify chapter and section headings.

pdfalive generate-toc input.pdf output.pdf

# Or modify the file in place
pdfalive generate-toc --inplace input.pdf

Choosing an LLM:

By default, pdfalive uses the latest OpenAI model. Use any LangChain-supported model:

# Use Claude
pdfalive generate-toc --model-identifier 'claude-sonnet-5' input.pdf output.pdf

# Use a local model via Ollama
pdfalive generate-toc --model-identifier 'ollama/llama3' input.pdf output.pdf

Set the appropriate API key for your provider (OPENAI_API_KEY, ANTHROPIC_API_KEY, etc.).

Scanned PDFs:

OCR is enabled by default. Scanned documents without extractable text are automatically detected and processed:

# Default: OCR text layer discarded after TOC generation (preserves file size)
pdfalive generate-toc scanned.pdf output.pdf

# Include OCR text layer in output (makes PDF searchable)
pdfalive generate-toc --ocr-output scanned.pdf output.pdf

# Disable automatic OCR entirely
pdfalive generate-toc --no-ocr input.pdf output.pdf

Postprocessing:

For documents with a printed table of contents page, enable LLM postprocessing to refine results:

pdfalive generate-toc --postprocess input.pdf output.pdf

Postprocessing uses an additional LLM call to:

  • Remove duplicate entries and fix typos
  • Cross-reference against any printed TOC found in the document
  • Add missing entries and correct page numbers

Other options:

Option Description
--inplace Modify the input file in place instead of creating a new output file
--force Overwrite existing TOC if the PDF already has bookmarks
--ocr-language Set OCR language (default: eng). Use Tesseract language codes
--request-delay Delay between LLM calls for rate limiting (default: 10s)

extract-text

Extract text from scanned PDFs using OCR and save to a new PDF with an embedded text layer:

pdfalive extract-text input.pdf output.pdf

# Or modify the file in place
pdfalive extract-text --inplace input.pdf

This creates a searchable/selectable PDF without generating a TOC.

Options:

Option Description
--inplace Modify the input file in place instead of creating a new output file
--force Force OCR even if document already has text
--ocr-language Set OCR language (default: eng)
--ocr-dpi DPI resolution for OCR processing (default: 300)

rename

Intelligently rename files using LLM inference. Analyzes filenames and applies renaming rules based on natural language instructions.

pdfalive rename -q "Add 'REVIEWED_' prefix" *.pdf

Custom naming formats:

Specify exact formatting including special characters — the LLM respects brackets, parentheses, dashes, and other formatting:

pdfalive rename -q "[Author Last Name] - Title (Year).pdf" paper1.pdf paper2.pdf

Reading paths from a file:

When dealing with many files or long filenames that exceed command-line limits, use the -f/--input-file option to read paths from a text file (one per line):

# Generate a list of files to rename
find /path/to/docs -name "*.pdf" > files.txt

# Rename using the file list
pdfalive rename -q "Standardize filenames" -f files.txt

The input file supports comments (lines starting with #) and blank lines are ignored.

Workflow:

  1. The tool analyzes each filename and generates rename suggestions
  2. A preview table shows original names, proposed names, confidence scores, and reasoning
  3. Confirm or cancel the operation (unless -y is used)
  4. Files are renamed in place

Automatic confirmation:

pdfalive rename -q "Add sequential numbering prefix" -y *.pdf

Options:

Option Description
-f, --input-file Read input file paths from a text file (one per line)
--model-identifier Choose which LLM to use (default: gpt-5.6)
-y, --yes Automatically apply renames without confirmation
--show-token-usage Display token usage statistics (default: enabled)

Configuration

pdfalive supports TOML configuration files for setting default options. This is useful for frequently-used settings like the --query argument for rename.

Config file locations (searched in order):

  1. pdfalive.toml or .pdfalive.toml in the current directory
  2. pdfalive.toml or .pdfalive.toml in your home directory
  3. ~/.config/pdfalive/pdfalive.toml

Example pdfalive.toml:

# Global settings (shared across commands)
[global]
model-identifier = "gpt-5.6"
show-token-usage = true

# Settings for generate-toc command
[generate-toc]
force = false
request-delay = 10.0
ocr = true
ocr-language = "eng"
ocr-dpi = 300
postprocess = false

# Settings for extract-text command
[extract-text]
ocr-language = "eng"
ocr-dpi = 300
force = false

# Settings for rename command
[rename]
query = "Rename to \"[Author Last Name] Book Title, Edition (Year).pdf\""
yes = false

# Settings for eval command (development tool)
[eval]
evals-dir = "evals"
mode = "replay"

Using a specific config file:

pdfalive --config /path/to/config.toml rename document.pdf

Override hierarchy:

  1. Code defaults (lowest priority)
  2. Config file values
  3. CLI arguments (highest priority)

CLI arguments always override config file settings.

Development

We use uv to manage the project:

# Install dependencies
uv sync

# Install in editable mode
uv pip install -e .

Code quality tools:

Tool Purpose
ruff Formatting and linting
mypy Static type checking
pytest Unit testing
pre-commit Git hooks for quality checks
# Run linting
uv run ruff check .
uv run ruff format .

# Run type checking
uv run mypy pdfalive

# Run tests
uv run pytest

Evaluation harness:

TOC generation quality is measured against golden (ground truth) data with the pdfalive eval command. LLM responses are recorded once to a cassette (VCR-style), then replayed for free, deterministic evaluation runs:

# One-time: record LLM responses for a case
pdfalive eval --mode record --case geometry

# Iterate on heuristics/corrections and re-measure without LLM costs
pdfalive eval --mode replay

# Gate regressions in CI
pdfalive eval --mode replay --min-f1 0.9 --min-page-accuracy 0.9

Reported metrics include title precision/recall/F1 (fuzzy-matched), page accuracy (exact and ±1), and hierarchy level accuracy. See docs/usage.md for the golden file format and how to add cases.

License

pdfalive is distributed under the terms of the MIT License.

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