Reaction of β‐Lapachone with 1,2‐Diamines: Facile Synthesis of Novel Tetracyclic Pyrazines

Abstract

The reactions of β‐lapachone (1) with 1,2‐diaminoethane (2) and 1,2‐diaminopropane (4) gave the tetracyclic pyrazine derivatives (3) and mixtures of (5) and (6), respectively, while reaction with o‐phenylene diamine (7) gave the quinoxaline derivative (8). The structure of pyrazine derivative (3) is confirmed by single‐crystal X‐ray diffraction study.

Keywords:

• β‐lapachone
• 1,2‐diamines
• carbonyl reactivity
• regioisomer

Acknowledgment

Authors (P. S. and A. D.) are thankful to UGC for financial support. M. B. H. thanks the U.K. Engineering and Physical Sciences Council for support of the X‐ray facilities at Southampton University. J. E. D. thanks the University of Windsor for financial support.