Addition of Trimethylsilyl Enol Ethers to Isoquinolinium Salts: A Facile Synthesis of 1-(2-Oxoalkyl)-2-(ethoxycarbonyl)(or acetyl)- 1,2-dihydroisoquinolines and Their Cyclization for the Synthesis of the Isoquinoline Alkaloid Skeleton

DOI: 10.1021/jo00201a013

Source and publish data:

Journal of Organic Chemistry p. 63 - 68 (1985)

Update date:2022-07-30

Topics:

Authors:

Akiba, Kin-ya

Nakatani, Masayuki

Wada, Makoto

Yamamoto, Yohsuke

Read Full Text PDF DownLoad Join now for total 90,000,000 free articles

Article abstract of DOI:10.1021/jo00201a013

The addition of trimethylsilyl enol ethers to 2-acylisoquinolinium salts afforded 1-(2-oxoalkyl)-2-(ethoxycarbonyl)(or acetyl)-1,2-dihydroisoquinolines (3) in excellent yields.These compounds were cyclized with bases to give benzoquinolizine derivative

Full text of DOI:10.1021/jo00201a013

Products guided by the article

Product name:2(1H)-Isoquinolinecarboxylic acid, 1-(2-oxo-4-phenylbutyl)-, ethyl ester

Cas No:81358-09-0

R&D Labs maybe for 81358-09-0

Kraeber & Co GmbH

Contact:+49-4101-3053-0

Address:Waldhofstrasse 14 ,25474 Ellerbek Germany
Goldwills Pharmaceuticals Co., Ltd.

Contact:0916-2237889 13991621155

Address:North Suburb of Hanzhong city, Shaanxi Province
Shanghai Yuking Water Soluble Material Tech Co., Ltd

Contact:86-21-68286299

Address:4F, 13B, No. 600, South Xinyuan Road 201306, Shanghai, China
Xiamen Huasing Chemicals Co.Ltd.

Contact:0086-592-6228397

Address:NO.24, Xinglin North 2nd Road,Jimei district
Jinan Boss Chemical Industry Co., Ltd.【revoke the business license】

website:http://www.chemboss.com.cn

Contact:+86-531-58591595

Address:No2.Hualong Road, Jinan, China

Relevant to this article

Thioureas as highly active catalysts for biomimetic bromocyclization of geranyl derivatives

Doi:10.1021/acs.orglett.9b00352
(2019)
Doi:10.1002/hlca.19520350410
(1952)
The preparation of some thiochroman-3-ones and derivatives

Doi:10.1139/v82-038
(1982)
A multifunctional high-spin biradical pyrazolylbipyridine- bisnitronylnitroxide

Doi:10.1021/ol0479040
(2004)
Rapid and Efficient Synthesis of Nucleoside 5'-O-(1-Thiotriphosphates), 5'-Triphosphates and 2',3'-Cyclophosphorothioates Using 2-Chloro-4H-1,3,2-benzodioxaphosphorin-4-one

Doi:10.1021/jo00264a024
(1989)
Stereoelectronic Effects in the Conformation and Hydrolysis of Epimeric(4aα, 8aβ)-Hexahydrobenzo-2-(p-Nitrophenoxy)-2-Oxo-1,3,2λ⁵-Dioxaphosphorinanes and 4aα-methyl-8aβ-Pentahydrobenzo-2-(p-Nitrophenoxy)-2-Oxo-1,3,2λ⁵-Dioxaphosphorin

Doi:10.1016/S0040-4020(01)87422-6
(1986)

Article Doi