Generation and reactions of 2,3-dilithio-N-methylindole. Synthesis of 2,3-disubstituted indoles

Citation
Yb. Liu et Gw. Gribble, Generation and reactions of 2,3-dilithio-N-methylindole. Synthesis of 2,3-disubstituted indoles, TETRAHEDR L, 42(16), 2001, pp. 2949-2951
Citations number
18
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
16
Year of publication
2001
Pages
2949 - 2951
Database
ISI
SICI code
0040-4039(20010416)42:16<2949:GARO2S>2.0.ZU;2-Q
Abstract
Generation of 2,3-dilithio-N-methylindole (7) from 2,3-diiodo-N-methylindol e (6) and subsequent reaction with various electrophiles (NH4Cl, DMF, CICO2 Me, CO2, phthalic anhydride) affords the corresponding 2,3-disubstituted in doles in good to excellent yields (41-99%). (C) 2001 Elsevier Science Ltd. All rights reserved.