Solid-phase synthesis of naltrindole derivatives using Fischer indole synthesis based on one-pot release and cyclization methodology

Hiroshi Tanaka; Hiroshi Ohno; Kuniaki Kawamura; Atsushi Ohtake; Hiroshi Nagase; Takashi Takahashi

doi:10.1021/ol020230d

Solid-phase synthesis of naltrindole derivatives using Fischer indole synthesis based on one-pot release and cyclization methodology

Org Lett. 2003 Apr 17;5(8):1159-62. doi: 10.1021/ol020230d.

Authors

Hiroshi Tanaka¹, Hiroshi Ohno, Kuniaki Kawamura, Atsushi Ohtake, Hiroshi Nagase, Takashi Takahashi

Affiliation

¹ Department of Applied Chemistry, Tokyo Institute of Technology, Meguro, Tokyo 152-8552, Japan.

PMID: 12688708
DOI: 10.1021/ol020230d

Abstract

[reaction: see text] We describe a new approach for the solid-phase synthesis of indoles 1 that involves a one-pot release and cyclization reaction of a solid-supported hydrazone through a Wang-type linker. Using this solid-phase methodology, we accomplished the synthesis of 40 naltrindole derivatives.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Combinatorial Chemistry Techniques
Cyclization
Naltrexone / analogs & derivatives*
Naltrexone / chemical synthesis*
Naltrexone / chemistry

Substances

Naltrexone
naltrindole