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Desulfuration of 2-(2′,4′-dinitrophenylthio) indoles, a general method for the introduction of H isotopes in position 2 of naturally occurring indoles: 3-Indoleacetic acid-2D

✍ Scribed by R. K. Raj; O. Hutzinger


Publisher
John Wiley and Sons
Year
1970
Tongue
French
Weight
107 KB
Volume
6
Category
Article
ISSN
0022-2135

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✦ Synopsis


Issued as NRCC No. 11493. Indoles and Auxins, Part XII. * * Abbreviations used : IAA : 3-indoleacetic acid; DNPS : 3,4-dinitrophenylthio. * Because of the pyrophoric nature of Raney nickel the catalyst should not be allowed to become dry. ** Royal Society Nuffield Foundation Commonwealth Fellow and National Research Council of Canada Visiting Scientist (1969).


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Evidence for a Stepwise Ionic Pathway in the Generation of Indole-2,3-quinodimethanes. -A strategy employing C-2 carbon substitution of (I) by NBS bromination is used for an effective synthesis of the lactone (IV). However, contrary to the previously reported analogues (V) compound (IV) is totally