Publication:
Three distinct reactions of 3,4-dihydroisoquinolines with azlactones: Novel synthesis of imidazoloisoquinolin-3-ones, benzo[a]quinolizin-4-ones, and benzo[d]azocin-4-ones

Issued Date

2006-12-07

Resource Type

Article

ISSN

15237060

DOI

10.1021/ol062429m

Other identifier(s)

2-s2.0-33846272750

Rights

Mahidol University

Rights Holder(s)

SCOPUS

Bibliographic Citation

Organic Letters. Vol.8, No.25 (2006), 5845-5848

Suggested Citation

Rattana Worayuthakarn, Nopporn Thasana, Somsak Ruchirawat Three distinct reactions of 3,4-dihydroisoquinolines with azlactones: Novel synthesis of imidazoloisoquinolin-3-ones, benzo[a]quinolizin-4-ones, and benzo[d]azocin-4-ones. Organic Letters. Vol.8, No.25 (2006), 5845-5848. doi:10.1021/ol062429m Retrieved from: https://repository.li.mahidol.ac.th/handle/20.500.14594/22933

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Title

Three distinct reactions of 3,4-dihydroisoquinolines with azlactones: Novel synthesis of imidazoloisoquinolin-3-ones, benzo[a]quinolizin-4-ones, and benzo[d]azocin-4-ones

Author(s)

Rattana Worayuthakarn
 Nopporn Thasana
 Somsak Ruchirawat

Other Contributor(s)

Chulabhorn Research Institute
 Mahidol University
 The Institute of Science and Technology for Research and Development, Mahidol University

Abstract

(Diagram presented) A facile and direct synthetic entry to tricyclic imidazoloisoquinolin-3-ones and benzo[a]quinolizin-4-ones is reported based on the ring annulation of 1-unsubstituted and 1-substituted dihydroisoquinolines with azlactones under neutral conditions in a one-step procedure. Bicyclic 2,3-dihydrobenzo[djazocin-4-ones were also prepared using simple azlactone and 1-substituted dihydroisoquinolines in a one-pot reaction. © 2006 American Chemical Society.

Keyword(s)

Biochemistry, Genetics and Molecular Biology
 Chemistry

Availability

URI

https://repository.li.mahidol.ac.th/handle/20.500.14594/22933

Collections

Scopus 2006-2010