19164-61-5Relevant academic research and scientific papers
Light-Driven Carboxylation of o-Alkylphenyl Ketones with CO2
Masuda, Yusuke,Ishida, Naoki,Murakami, Masahiro
, p. 14063 - 14066 (2015/11/25)
o-Alkylphenyl ketones undergo a C-C bond forming carboxylation reaction with CO2 simply upon irradiation with UV light or even solar light. The reaction presents a clean process exploiting light energy as the driving force for carboxylation of organic molecules with CO2.
Preparation of benzocyclobutenols by low temperature reaction of ketone enolates with benzynes
Tripathy, Sasmita,Reddy, Ranga,Durst, Tony
, p. 997 - 1002 (2007/10/03)
The reaction of benzynes, generated from halobenzenes with lithium tetramethylpipiperide (LTMP) at -40 to -78°C, with ketone enolates affords benzocyclobutenols in fair to good yields.
Photoinduced Molecular Transformations. Part 135. New Synthesis of Taiwanin C and Justicidin E based on a Radical Cascade Process involving β-Scission of Alkoxy Radicals generated from 3- and 8-Aryl-1-ethyl-1,2-dihydrocyclobutanaphthalen-1-ols prepared by Thermolysis of (Z)-tert-...
Kobayashi, Kazuhiro,Kanno, Yoshikazu,Seko, Shinzo,Suginome, Hiroshi
, p. 3111 - 3118 (2007/10/02)
A new general synthesis of naturally occuring phthalide lignans, based on a radical cascade process triggered by a regioselective β-scission of the alkoxy radicals generated by photolysis of the hypoiodites of 8-aryl-1-ethyl-1,2-dihydrocyclobutanaphthalen-1-ols, is described.Two phases are involved in the present synthesis of phthalide lignans; the first is a new general synthesis of tert-butyl 4-aryl-3- and 4-aryl-8-aminonaphthalene-2-carboxylates by an electrocyclic reaction of o-quinonedimethides thermally generated from (Z)-tert-butyl 3-amino-3-(bicycloocta-1,3,5-trien-7-yl)propenoates; the second is a transformation of the protected 4-aryl-3-aminonaphthalene-2-carboxylic acids into the phthalide lignans.This latter phase involves their successive conversions into 3- and 8-arylcyclobutanaphthalen-1(2H)-ones via the formation of a benzyne intermediate, and then into 3- and 8-aryl-1-ethyl-1,2-dihydrocyclobutanaphthalen-1-ols, followed by β-scission of the alkoxy radicals generated by photolysis of their hypoiodites, generated in situ with the mercury(II) oxide-iodine reagent in benzene.Simultaneous syntheses of the naturally occuring phthalide lignans taiwanin C and justicidin E were thus achieved.
New General Synthesis of tert-Butyl 3-Amino-2-naphthalenecarboxylates by an Electrocyclic Reaction of o-Quinonedimethides generated from tert-Butyl (Z)-3-Amino-3-(bicycloocta-1,3,5-trien-7-yl)prop-2-enoates
Kobayashi, Kazuhiro,Kanno, Yoshikazu,Seko, Shinzo,Suginome, Hiroshi
, p. 780 - 781 (2007/10/02)
A new general synthesis of tert-butyl 3-amino-2-naphthalenecarboxylates by an electrocyclic reaction of o-quinonedimethides thermally generated from tert-butyl (Z)-3-amino-3-(bicycloocta-1,3,5-trien-7-yl)prop-2-enoates is described.
DECOMPOSITION ACIDO-CATALYSEE D'AZIDES TERTIAIRES BENZOCYCLOBUTENIQUES. NOUVELLE METHODE DE SYNTHESE DU NOYAU INDOLIQUE PAR EXTENSION DU CYCLE
Adam, G.,Andrieux, J.,Plat, M
, p. 399 - 408 (2007/10/02)
Treatment of benzocyclobutenols substituted on the functional carbon by the HN3/BF3-Et2O reagent allows the synthesis to the corresponding tertiary azides.The latter by acid-catalysed breakdown, lead to 2-substituted indoles.A similar result is obtained by treating directly the alcohols with hydrazoic acid and concentrated sulfuric acid.This new route to indole nucleus is also extended to the synthesis of policyclic indoles.
SYNTHESIS OF NATURAL PRODUCTS VIA TERTIARY AZIDES. II. 2-ALKYL AND 2-ARYL INDOLES.
Adam, Gerard,Andrieux, Jean,Plat, Michel
, p. 3181 - 3184 (2007/10/02)
A new route to indoles: the acid-catalysed breakdown of 1-azido 1,2-dihydrobenzocyclobutenes.
