Total synthesis of pyrano[3,2-e]indole alkaloid fontanesine B by a double cyclization strategy-Reference-Cited by-同舟云学术

Total synthesis of pyrano[3,2-e]indole alkaloid fontanesine B by a double cyclization strategy

Published:2019 Issue:18 Volume:9 Page:10420-10424
ISSN:2046-2069
Container-title:RSC Advances
language:en
Short-container-title:RSC Adv.

Author:

Itoh Tomoki¹²³⁴,Chiba Yuusuke¹²³⁴,Kawaguchi Shunsuke¹²³⁴,Koitaya Yuki¹²³⁴,Yoneta Yuuma¹²³⁴,Yamada Koji¹²³⁴,Abe Takumi¹²³⁴^ORCID

Affiliation:

1. Faculty of Pharmaceutical Sciences

2. Health Sciences University of Hokkaido

3. Hokkaido 0610293

4. Japan

Abstract

The regioselective synthesis of pyrano[3,2-e]indole alkaloid fontanesine B have been accomplished by C4 Pictet–Spengler cyclization and Bischler–Napieralski-type cyclization of a trichloromethyl carbamate.

Funder

Japan Society for the Promotion of Science

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemical Engineering,General Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2019/RA/C9RA02321F

Reference63 articles.

1. Targeted Isolation of Indolopyridoquinazoline Alkaloids from Conchocarpus fontanesianus Based on Molecular Networks

2. 1-(2-Aminoethyl)-3-methyl-8,9-dihydropyrano[3,2-e]indole: a rotationally restricted phenolic analog of the neurotransmitter serotonin and agonist selective for serotonin (5-HT2-type) receptors

3. The synthesis of pyrano[3,2-e]indoles and pryano[2,3-f]indoles as rotationally restricted phenolic analogs of the neurotransmitter serotonin

4. The synthesis of conformationally/rotationally restricted analogs of the neurotransmitter serotonin

5. An unusual by-product in a concise synthesis of a rotationally restricted phenolic analog of serotonin

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