Publication:
A new synthetic approach to pentacyclic ring, 6,7,14,15-tetrahydro[1,5] diazocino[1,2-a:6,5-a']-8-dihydrodiindole

Issued Date

2011-10-31

Resource Type

Article

ISSN

18810942
03855414

DOI

10.3987/COM-11-12340

Other identifier(s)

2-s2.0-80455125913

Rights

Mahidol University

Rights Holder(s)

SCOPUS

Bibliographic Citation

Heterocycles. Vol.83, No.11 (2011), 2627-2633

Suggested Citation

Kittisak Sripha, Darius Paul Zlotos, Ulrike Holzgrabe, Somsak Ruchirawat A new synthetic approach to pentacyclic ring, 6,7,14,15-tetrahydro[1,5] diazocino[1,2-a:6,5-a']-8-dihydrodiindole. Heterocycles. Vol.83, No.11 (2011), 2627-2633. doi:10.3987/COM-11-12340 Retrieved from: https://repository.li.mahidol.ac.th/handle/20.500.14594/11689

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Title

A new synthetic approach to pentacyclic ring, 6,7,14,15-tetrahydro[1,5] diazocino[1,2-a:6,5-a']-8-dihydrodiindole

Author(s)

Kittisak Sripha
 Darius Paul Zlotos
 Ulrike Holzgrabe
 Somsak Ruchirawat

Other Contributor(s)

Mahidol University
 Julius-Maximilians-Universitat Wurzburg
 Chulabhorn Research Institute

Abstract

The construction of a new pentacyclic ring system, 6,7,14,15-tetrahydro[1, 5]diazocino[1,2-a:6,5-a'] -8-dihydrodiindole (7) from simple precursors through our new synthetic route was presented to be a facile and concise method for an intramolecular N-alkylation of tosylate 12 which was obtained from N-acylation of indoline 4 with indole acid 9, followed by reduction and tosylation. This new synthetic approach can overcome the disadvantage of uncontrollable intermolecular double N-alkylation of the precursor 3 to produce the unexpected ring system 2. © 2011 The Japan Institute of Heterocyclic Chemistry.

Keyword(s)

Chemistry
 Pharmacology, Toxicology and Pharmaceutics

Availability

URI

https://repository.li.mahidol.ac.th/handle/20.500.14594/11689

Collections

Scopus 2011-2015