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Generation and ring-opening of 2,3-dilithio-1-(phenylsulfonyl)indole

✍ Scribed by Gribble, Gordon W.; Saulnier, Mark G.


Book ID
126047466
Publisher
American Chemical Society
Year
1983
Tongue
English
Weight
463 KB
Volume
48
Category
Article
ISSN
0022-3263

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πŸ“œ SIMILAR VOLUMES


SYNTHESES OF 2,3-DIHALO-1-(PHENYLSULFONY
✍ Gribble, Gordon W.; Allison, Brett D.; Conway, Samuel C.; Saulnier, Mark G. πŸ“‚ Article πŸ“… 1992 πŸ› Taylor and Francis Group 🌐 English βš– 349 KB
Generation and reactions of 2,3-dilithio
✍ Yanbing Liu; Gordon W Gribble πŸ“‚ Article πŸ“… 2001 πŸ› Elsevier Science 🌐 French βš– 63 KB

Generation of 2,3-dilithio-N-methylindole (7) from 2,3-diiodo-N-methylindole ( 6) and subsequent reaction with various electrophiles (NH 4 Cl, DMF, ClCO 2 Me, CO 2 , phthalic anhydride) affords the corresponding 2,3-disubstituted indoles in good to excellent yields (41-99%).

Facile cycloaddition of 2-phenylsulfonyl
✍ Jan-E. BΓ€ckvall; Niklas A. Plobeck; Seppo K. Juntunen πŸ“‚ Article πŸ“… 1989 πŸ› Elsevier Science 🌐 French βš– 236 KB

Reaction of 1-indolylmagnesium iodidelo with the appropriate sulfonyldiene in benzene-ether (1: 1) at 0 "C resulted in a cycloaddition and after workup the teaahydrocarbazole product was isolated. Results from the reaction of a few 2-phenylsulfonyl 1,3-dienes are given in Table 1. In all cases only