doc-to-markdown

Convert documents to high-quality markdown with intelligent multi-tool orchestration and automatic DOCX post-processing.

Architecture: Pandoc (best-in-class extraction) + 8 post-processing fixes (our value-add).

Quick Start

# DOCX → Markdown (one command, zero manual fixes)
uv run --with pymupdf4llm --with markitdown scripts/convert.py document.docx -o output.md --assets-dir ./media

# PDF → Markdown
uv run --with pymupdf4llm --with markitdown scripts/convert.py document.pdf -o output.md

# Run tests
uv run --with pytest pytest scripts/test_convert.py -v

Dual Mode

Mode	Speed	Quality	Use Case
Quick (default)	Fast	Good	Drafts, simple documents
Heavy	Slower	Best	Final documents, complex layouts

Tool Selection

Format	Quick Mode	Heavy Mode
PDF	pymupdf4llm	pymupdf4llm + markitdown
DOCX	pandoc + post-processing	pandoc + markitdown
PPTX	markitdown	markitdown + pandoc
XLSX	markitdown	markitdown

DOCX Post-Processing (automatic)

When converting DOCX via pandoc, 8 cleanups are applied automatically:

Problem	Fix	Test coverage
Grid tables (+:---+)	Single-column → blockquote, multi-column → pipe table	TestPostprocessPipeline
Simple tables ( ---- ----)	Multi-column images → pipe table with captions	TestSimpleTable
Image path nesting (media/media/)	Flatten to media/, absolute → relative	test_stats_tracking
Pandoc attributes ({width="..."})	Removed	test_pandoc_attributes_removed
CJK bold spacing (**粗体**中文)	Add space around ** for CJK bold spans	TestCjkBoldSpacing (15 cases)
Indented dashed code blocks	→ fenced ``` with language detection	test_code_block_with_language
Escaped brackets (\[...\])	→ [...]	test_escaped_brackets_fixed
Double-bracket links ([[text]](url))	→ [text](url)	test_double_bracket_links_fixed

CJK Bold Spacing — why and how

DOCX uses run-level styling (no spaces between bold/normal runs in CJK text). Markdown renderers need whitespace around ** to recognize bold boundaries.

Rule: if a **content** span contains any CJK character, ensure both sides have a space — unless already spaced or at line boundary. This handles CJK punctuation, emoji adjacency, and mixed content.

Before: 打开**飞书**，就可以    → some renderers fail to bold
After:  打开 **飞书** ，就可以  → universally renders correctly

Heavy Mode Workflow

Heavy Mode runs multiple tools in parallel and selects the best segments:

1. Parallel Execution: Run all applicable tools simultaneously
2. Segment Analysis: Parse each output into segments (tables, headings, images, paragraphs)
3. Quality Scoring: Score each segment based on completeness and structure
4. Intelligent Merge: Select best version of each segment across tools

Merge Criteria

Segment Type	Selection Criteria
Tables	More rows/columns, proper header separator
Images	Alt text present, local paths preferred
Headings	Proper hierarchy, appropriate length
Lists	More items, nested structure preserved
Paragraphs	Content completeness

Image Extraction

# Extract images with metadata
uv run --with pymupdf scripts/extract_pdf_images.py document.pdf -o ./extracted-images

# Generate markdown references file
uv run --with pymupdf scripts/extract_pdf_images.py document.pdf --markdown refs.md

Output:

• Images: extracted-images/img_page1_1.png, extracted-images/img_page2_1.jpg
• Metadata: extracted-images/images_metadata.json (page, position, dimensions)

Quality Validation

# Validate conversion quality
uv run --with pymupdf scripts/validate_output.py document.pdf output.md

# Generate HTML report
uv run --with pymupdf scripts/validate_output.py document.pdf output.md --report report.html

Quality Metrics

Metric	Pass	Warn	Fail
Text Retention	>95%	85-95%	<85%
Table Retention	100%	90-99%	<90%
Image Retention	100%	80-99%	<80%

Merge Outputs Manually

# Merge multiple markdown files
python scripts/merge_outputs.py output1.md output2.md -o merged.md

# Show segment attribution
python scripts/merge_outputs.py output1.md output2.md -o merged.md --verbose

Path Conversion (Windows/WSL)

# Windows to WSL conversion
python scripts/convert_path.py "C:\Users\<windows-user>\Documents\file.pdf"
# Output: /mnt/c/Users/<windows-user>/Documents/file.pdf

Common Issues

"No conversion tools available"

# Install all tools
pip install pymupdf4llm
uv tool install "markitdown[pdf]"
brew install pandoc

FontBBox warnings during PDF conversion

• Harmless font parsing warnings, output is still correct

Images missing from output

• Use Heavy Mode for better image preservation
• Or extract separately with scripts/extract_pdf_images.py

Tables broken in output

• Use Heavy Mode - it selects the most complete table version
• Or validate with scripts/validate_output.py

Bundled Scripts

Script	Purpose
convert.py	Main orchestrator with Quick/Heavy mode + DOCX post-processing
test_convert.py	31 tests covering all post-processing functions
merge_outputs.py	Merge multiple markdown outputs
validate_output.py	Quality validation with HTML report
extract_pdf_images.py	PDF image extraction with metadata
convert_path.py	Windows to WSL path converter

References

• references/benchmark-2026-03-22.md - 5-tool benchmark (Docling/MarkItDown/Pandoc/Mammoth/ours)
• references/heavy-mode-guide.md - Detailed Heavy Mode documentation
• references/tool-comparison.md - Tool capabilities comparison
• references/conversion-examples.md - Batch operation examples

Next Step: Clean Up Converted Content

After converting documents to markdown, suggest cleanup:

Conversion complete: [N] files converted to markdown.

Options:
A) Clean up docs — run /daymade-docs:docs-cleaner to consolidate redundant content (Recommended if multiple files)
B) Check facts — run /fact-checker to verify claims in the converted content
C) No thanks — the markdown conversion is sufficient