title: Lewis acid catalyzed cascade reaction to carbazoles and naphthalenes via dehydrative [3 + 3]-annulation.
abstract: A novel Lewis acid catalyzed dehydrative [3 + 3]-annulation of readily available benzylic alcohols and propargylic alcohols was developed to give polysubstituted carbazoles and naphthalenes in moderate to good yields with water as the only byproduct. The reaction was presumed to proceed via a cascade process involving Friedel-Crafts-type allenylation, 1,5-hydride shift, 6π-eletrocyclization, and Wagner-Meerwein rearrangement.
authors: The Key Laboratory of Functional Molecular Solids, Ministry of Education, Anhui Laboratory of Molecule-Based Materials, Institute of Organic Chemistry, School of Chemistry and Materials Science, Anhui Normal University , Wuhu, Anhui 241000, P. R. China.
authors: Shaoyin
authors: S
authors: Wang
authors: Zhuo
authors: Z
authors: Chai
authors: Yun
authors: Y
authors: Wei
authors: Xiancui
authors: X
authors: Zhu
authors: Shuangliu
authors: S
authors: Zhou
authors: Shaowu
authors: S
authors: Wang
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D019905:Benzyl Alcohol / Q000737:chemistry; D002227:Carbazoles / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D058116:Lewis Acids / Q000737:chemistry*; D015394:Molecular Structure; D009281:Naphthalenes / Q000138:chemical synthesis* / Q000737:chemistry; D020005:Propanols / Q000737:chemistry*; D013237:Stereoisomerism; D014867:Water
chemical_list: D000480:Alkynes; D002227:Carbazoles; D058116:Lewis Acids; D009281:Naphthalenes; D020005:Propanols; D014867:Water; C028255:propargyl alcohol; D019905:Benzyl Alcohol