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Frontispiece: Direct Access to Fused Salicylaldehydes and Salicylketones from Tetraynes
Author(s) -
Hu Yimin,
Hu Yadong,
Hu Qiong,
Ma Jie,
Lv Shuang,
Liu Baohua,
Wang Shaowu
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201781763
Subject(s) - intramolecular force , intermolecular force , regioselectivity , chemistry , ketone , cycloaddition , reagent , bicyclic molecule , aldehyde , hydroxylation , combinatorial chemistry , stereochemistry , organic chemistry , molecule , catalysis , enzyme
A novel cycloaddition strategy for the synthesis of fused, multifunctionalized salicylaldehydes and salicylketones by a one‐pot, three‐step cascade hexadehydro‐Diels–Alder (HDDA) reaction of tetraynes followed by an intermolecular aldehyde/ketone reaction and hydroxylation is presented. Target compounds underwent intramolecular cyclization to produce bicyclic salicylaldehydes. The overall transformation involves the formation of four new C−C bonds and one new caryl−O bond by both intramolecular and intermolecular reactions. The reaction is easy to perform, proceeds under mild conditions and exhibits excellent regioselectivity. Water, a simple and readily available reagent, was employed as the OH source. For more information see the Full Paper by Y. M. Hu, S. Wang et al. on page 4065 ff.

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