Novel applications of the “t-amino effect” in heterocyclic chemistry; synthesis of 1-alkylindoles

W.C. Dijksman, Willem Verboom, David Reinhoudt, C.G. Hale, Sybolt Harkema, G.J. van Hummel

Research output: Contribution to journalArticleAcademic

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Abstract

Thermal rearrangerment of 2-vinyl-1-(1-pyrrolidinyl)benzenes varies with the leaving group ability of substituents in the vinyl moiety; compound 3 having an OR group 9-(alkoxy-methyl)pyrrolo[1,2-a]indoles and compounds 6 (X = OAc, OTs or Cl) yield 1-alkylindoles.
Original languageUndefined
Pages (from-to)2025-2028
JournalTetrahedron letters
Volume25
Issue number19
DOIs
Publication statusPublished - 1984

Keywords

  • IR-69369

Cite this

Dijksman, W.C. ; Verboom, Willem ; Reinhoudt, David ; Hale, C.G. ; Harkema, Sybolt ; van Hummel, G.J. / Novel applications of the “t-amino effect” in heterocyclic chemistry; synthesis of 1-alkylindoles. In: Tetrahedron letters. 1984 ; Vol. 25, No. 19. pp. 2025-2028.
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author = "W.C. Dijksman and Willem Verboom and David Reinhoudt and C.G. Hale and Sybolt Harkema and {van Hummel}, G.J.",
year = "1984",
doi = "10.1016/S0040-4039(01)90103-0",
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Novel applications of the “t-amino effect” in heterocyclic chemistry; synthesis of 1-alkylindoles. / Dijksman, W.C.; Verboom, Willem; Reinhoudt, David; Hale, C.G.; Harkema, Sybolt; van Hummel, G.J.

In: Tetrahedron letters, Vol. 25, No. 19, 1984, p. 2025-2028.

Research output: Contribution to journalArticleAcademic

TY - JOUR

T1 - Novel applications of the “t-amino effect” in heterocyclic chemistry; synthesis of 1-alkylindoles

AU - Dijksman, W.C.

AU - Verboom, Willem

AU - Reinhoudt, David

AU - Hale, C.G.

AU - Harkema, Sybolt

AU - van Hummel, G.J.

PY - 1984

Y1 - 1984

N2 - Thermal rearrangerment of 2-vinyl-1-(1-pyrrolidinyl)benzenes varies with the leaving group ability of substituents in the vinyl moiety; compound 3 having an OR group 9-(alkoxy-methyl)pyrrolo[1,2-a]indoles and compounds 6 (X = OAc, OTs or Cl) yield 1-alkylindoles.

AB - Thermal rearrangerment of 2-vinyl-1-(1-pyrrolidinyl)benzenes varies with the leaving group ability of substituents in the vinyl moiety; compound 3 having an OR group 9-(alkoxy-methyl)pyrrolo[1,2-a]indoles and compounds 6 (X = OAc, OTs or Cl) yield 1-alkylindoles.

KW - IR-69369

U2 - 10.1016/S0040-4039(01)90103-0

DO - 10.1016/S0040-4039(01)90103-0

M3 - Article

VL - 25

SP - 2025

EP - 2028

JO - Tetrahedron letters

JF - Tetrahedron letters

SN - 0040-4039

IS - 19

ER -