52679-82-0Relevant academic research and scientific papers
A NEW SYNTHESIS OF PHTHALIDES THROUGH β-SCISSION OF BENZOCYCLOBUTENOL HYPOIODITES
Kobayashi, Kazuhiro,Itoh, Masahito,Suginome, Hiroshi
, p. 3369 - 3372 (1987)
A simple new method for the synthesis of phthalides and their 3-alkyl 3,3'-spiroalkyl derivatives including (+/-)-3-butylphthalide, a racemic form of a constituent of celery oil, through the β-scission of alkoxyl radicals generated from hypoiodites of benzocyclobutenols by the photolysis, is described.
NEW SHORT STEP GENERAL SYNTHESIS OF ISOBENZOFURAN-1(3H)-ONES (PHTALIDES) BASED ON A SINGLE OR DOUBLE β-SCISSION OF ALKOXYL RADICALS GENERATED FROM 1-ETHYL-BENZOCYCLOBUTEN-1-OLS AND FROM 1,3-DIHYDROISOBENZOFURAN-1-OLS; SYNTHESIS OF SOME NATURAL PHTHALIDES
Kobayashi, Kazuhiro,Itoh, Masahito,Sasaki, Akiyoshi,Suginome, Hiroshi
, p. 5437 - 5452 (2007/10/02)
New general methods are described for the synthesis of phthalides, 3-monosubstituted, and 3,3-disubstituted phthalides including naturally-occuring phthalides such as pierardine based on a regioselective single or double β-scission of the alkoxyl radicals generated by the photolysis of the hypoiodites of 1-ethyl-benzocyclobuten-1-ols or 1,2-catacondensed benzocyclobuten-1-ols or 1,3-dihydro-1,3-alkanoisobenzofuran-1-ols.The formation paths of the phthalides, which involve a regioselective single or double β-scission of the alkoxyl radicals generated from 1-alkylbenzocyclobuten-1-ols and from catacondensed benzocyclobuten-1-ols, are discussed.Key Words: Synthesis of Phthalides; Alkoxy Radicals; Mercury(II)oxide-Iodine Reagent; Photolysis; Double β-Scission
