title: Organocatalyzed benzannulation for the construction of diverse anthraquinones and tetracenediones.
abstract: An efficient one-pot synthesis of anthraquinones and tetracenediones was achieved via L-proline catalyzed [4+2] cycloaddition of in situ generated azadiene from α,β-unsaturated aldehydes and 1,4-naphthoquinones or 1,4-anthracenedione in good to excellent yield. This protocol constitutes an unprecedented tandem benzannulation that allows one-pot construction of diverse anthraquinones and tetracenediones in the presence of organocatalysts. This methodology was applied successfully to the synthesis of naturally occurring molecules and photochemically interesting phenanthrenequinone derivatives.
authors: School of Chemical Engineering, Yeungnam University, Gyeongsan 712-749, Republic of Korea. yrlee@yu.ac.kr.
authors: Krishna Bahadur
authors: KB
authors: Somai Magar
authors: Likai
authors: L
authors: Xia
authors: Yong Rok
authors: YR
authors: Lee
mesh_terms: D000880:Anthraquinones / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D015394:Molecular Structure; D009279:Naphthacenes / Q000138:chemical synthesis* / Q000737:chemistry; D011392:Proline / Q000737:chemistry*; D011809:Quinones / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000880:Anthraquinones; D009279:Naphthacenes; D011809:Quinones; D011392:Proline