A synthesis of (±)-ipalbidine using sulfur-controlled 6-exo selective radical cyclization of α-phenylthio amide

DOI: 10.3987/COM-98-S(H)13

Source and publish data:

Heterocycles p. 31 - 34 (1999)

Update date:2022-08-04

Topics:

Authors:

Ikeda, Masazumi

Shikaura, Jiro

Maekawa, Noriko

Daibuzono, Kaori

Teranishi, Hirotaka

Teraoka, Yoshiko

Oda, Norio

Ishibashi, Hiroyuki

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

Article abstract of DOI:10.3987/COM-98-S(H)13

A synthesis of (±)-ipalbidine (1) has been achieved using Bu₃SnH- mediated 6-exo selective radical cyclization of 2-[3-(phenylthio)prop-2- enyl]-N-[α(p-methoxyphenyl)-α-(phenylthio)acetyl]pyrrolidine (15) as a key step.

Full text of DOI:10.3987/COM-98-S(H)13

Products guided by the article

Product name:2-(4-Methoxy-phenyl)-1-[2-((E)-3-phenylsulfanyl-allyl)-pyrrolidin-1-yl]-ethanone

Cas No:220312-30-1

R&D Labs maybe for 220312-30-1

Shanghai Hanhong Scientific Co.,Ltd.

website:http://www.chemvia.com

Contact:+86-21-64541543,54280654,13918533501

Address:Jiachuan Road 245
Suzhou Time-chem Technologies Co., Ltd.

Contact:0512-63983931/68086856

Address:No. 1326 of Binhe Road, New District, Suzhou, Jiangsu, P. R. China
Okeanos Tech.Co.,LTD

Contact:+86-10-62651721

Address:29 Yongxing Road, Daxing District,Beijing China
Wuhan Hanye Chemical New Material Co.,Ltd

Contact:+86-27-85308141

Address:LiuDian, Panlongcheng Economic Development Zone, HuangPi district, Wuhan, Hubei 430311 P.R.China
Guangzhou Shiny Co., Ltd.

website:https://www.sinoshiny.com/products

Contact:+86-20-62802632;62802633

Address:Room 330 GIGCAS Building,No.511 Kehua Street,Tianhe District

Relevant to this article

Novel one pot synthesis of substituted 1,2,4-triazines

Doi:10.1515/HC.2006.12.1.67
(2006)
A convergent route to the galbulimima alkaloids (-)-GB 13 and (+)-GB 16

Doi:10.1002/anie.201002299
(2010)
Biomimetic Cannabinoid Synthesis Revisited: Batch and Flow All-Catalytic Synthesis of (±)-ortho-Tetrahydrocannabinols and Analogues from Natural Feedstocks

Doi:10.1002/ejoc.201800064
(2018)
Rapid and regiospecific phenylthiolation of some organic acids catalyzed by AlCl₃ in the presence of excess anhydrous ZnCl₂

Doi:10.1080/00397910903219567
(2010)
A novel deprotection/functionalisation sequence using 2,4- dinitrobenzenesulfonamide: Part 2

Doi:10.1016/S0040-4039(98)00018-5
(1998)
β-Amino alcohols from anilines and ethylene glycol through heterogeneous Borrowing Hydrogen reaction

Doi:10.1016/j.tet.2017.08.006
(2017)

Article Doi