Journal of Organic Chemistry, volume 81, issue 19, pages 8736-8743

Synthesis of Tetrahydro-1H-indeno[1,2-b]pyridine via Cascade Cyclization and Friedel–Crafts Reaction

Upasana Borthakur ¹

Madhurjya Borah ¹

Manash J Deka ¹

Anil K. Saikia ¹

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Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati 781039, India |

Publication type: Journal Article

Publication date: 2016-09-22

American Chemical Society (ACS)

Journal: Journal of Organic Chemistry

scimago Q2

wos Q1

SJR: 0.724

CiteScore: 6.2

Impact factor: 3.3

ISSN: 00223263, 15206904

DOI: 10.1021/acs.joc.6b00988

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Organic Chemistry

Abstract

A convenient protocol has been established for the synthesis of 1-tosyl-2,3,4,5-tetrahydro-1H-indeno[1,2-b]pyridine via cascade cyclization and Friedel-Crafts reaction of 4-methyl-N-(pent-4-yn-1-yl)benzenesulfonamides and aldehydes in good yields. The methodology has been used for the total synthesis of the antidepressant agent (±)-5-phenyl-2,3,4,4a,5,9b-hexahydro-1H-indeno[1,2-b]pyridine.

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Publisher

American Chemical Society (ACS)

Journal

Journal of Organic Chemistry

scimago Q2

wos Q1

SJR

0.724

CiteScore

6.2

Impact factor

3.3

ISSN

00223263 (Print)

15206904 (Electronic)

Synthesis of Tetrahydro-1H-indeno[1,2-b]pyridine via Cascade Cyclization and Friedel–Crafts Reaction

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