Artemon Apostu Efremov defeated Ivo Bratanov 4-6 6-3 6-4 in the Bulgaria Masters 3 round of 32 on clay. The upset overturned the form book — Ivo Bratanov came in leading the head-to-head 1–0. Artemon Apostu Efremov claimed a first win over Ivo Bratanov in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-06-18 | Macedonia F2 | R16 | clay | Ivo Bratanov | 6-3 6-4 |