| O-alkynyl benzyl alcohol have two functional groups containing alkynyl and hydroxyl.The construction of C-O bonds or C-C bonds through the difunctionalization and cyclization has the advantage of atomic economy.The resulting isobenzofuran,isobenzopyran,and fused rings are valuable for medicinal and coordination chemistry,natural products chemistry,materials science.In this paper,new methods for the synthesis of 5H-dibenzo[a,d]cycloheptenes and 2,3-dihydro-1H-cyclopenta[a]naphthalenecycles have been developed for difunctionalization reactions.The specific content is as follows:In Chapter 1,the research progress in difunctionalization of o-alkynylbenzyl alcohol and its derivatives is briefly described.It includes:(1)The research progress in the construction of C-O bonds by difunctionalization of o-alkynylbenzyl alcohol and its derivatives;(2)The research progress in the construction of C-C bonds by difunctionalization of o-alkynylbenzyl alcohol and its derivatives;In Chapter 2,by the formal [5+2] annulation reactions from ortho-aryl alkynyl benzyl alcohols and arenes,an efficient and novel protocol for the direct synthesis of biologically active5H-dibenzo[a,d]cycloheptenes has been successfully developed.This transformation involves sequential intermolecular Friedel–Crafts-type alkylation and intramolecular 7-endo-dig cyclizationIn Chapter 3,an efficient and straightforward protocol for the synthesis of structurally diverse 2,3-dihydro-1H-cyclopenta[a]naphthalenes through an Ag-catalyzed radical cascade bicyclization/aromatization of C-tethered 1,7-enynes with 1,3-dicarbonyls has been successfully developed.A variety of 1,7-enynes and 1,3-dicarbonyls were compatible with this transformation,providing 2,3-dihydro-1H-cyclopenta[a]naphthalenes in moderate to good yields with excellent regioselectivity.Further product derivatizations also provided a shortcut to the synthesis of a new class of pyrazole product and 1,3-diol product. |
PDF Full Text Request