Fischer indolization of N(α)-alkyl-2-allylphenylhydrazones

DOI: 10.1248/cpb.41.816

Source and publish data:

Chemical and Pharmaceutical Bulletin p. 816 - 821 (1993)

Update date:2022-08-04

Topics:

Authors:

Katayama

Takatsu Takatsu

Takeuchi

Yamagiwa

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

Article abstract of DOI:10.1248/cpb.41.816

Fischer indolization of the hydrazones of 8-allyl-1-amino-1,2,3,4-tetrahydroquinoline and related compounds was investigated. Fischer indolization induced Cope rearrangement of the allyl group and acid-catalyzed intramolecular cycloaddition between the hydrazonyl group and the vinyl group. The base treatment of the latter reaction product caused eliminative ring-opening of the adduct and led to the formation of an indoline skeleton bearing a 2-ketoalkyl group at the C-2 position.

Full text of DOI:10.1248/cpb.41.816

NII-Electronic Library Service

Products guided by the article

Product name:N-benzyl-N-carbamoyl-2-allylaniline

Cas No:152771-41-0

R&D Labs maybe for 152771-41-0

Alchemist-pharm chemical Technology Co. Ltd.

website:http://www.alchemist-pharm.com

Contact:0086-371-67991738

Address:Address:No. 35 Dongqing Street High-tech District 450001, Zhengzhou China
Changzhou BaoKang Pharmaceutical & Chemical Co., Ltd

Contact:(86) 519-88782201 88784080 88785278

Address:Henglin town, changzhou,Jiangsu
Shanghai Sharing technologies Co., Ltd.

Contact:86-021-66787223

Address:No11, Lane 225, Jinxiang Road,Pudong district
Ji'an Hairui Natural Plant Co. Ltd.

Contact:0796-8105528

Address:Meilin industry park, Qingyuan district Ji'an City, Jiangxi Province
Shanghai Forever Synthesis Co.,Ltd.

Contact:021-61124658

Address:Zhoukang Road,Pudong New District,Shanghai,China

Relevant to this article

Synthesis of Chromenoisoxazolidines from Substituted Salicylic Nitrones via Visible-Light Photocatalysis

Doi:10.1021/acs.orglett.9b00097
(2019)
A Novel Route to Stable Silacyclopropenes - First Synthesis of Silacyclopropenes bearing Vinylic Hydrogen

Doi:10.1016/0040-4039(93)88099-5
(1993)
Diasteroselective conjugate addition of diethylaluminum cyanide to a conjugated N -enoyl system: An alternative synthesis of (S)-pregabalin

Doi:10.1139/cjc-2013-0397
(2014)
New formal (3+3) cycloaddition of enaminones for forming tetracyclic indolo[2,3-b]quinolines under microwave irradiation

Doi:10.1016/j.tet.2013.11.022
(2014)
Synthesis, in vitro lipoxygenase inhibition, docking study and thermal stability analyses of novel indole derivatives: Non-isothermal kinetic study of potent LOX inhibitor N'-(diphenylmethylene)-2-(1H-indole-3-yl) acetohydrazide

Doi:10.1007/s13738-013-0308-3
(2014)
Studies on the synthesis, in vitro antitumor activity of 4H-benzo[h]chromene, 7H-benzo[h]chromene[2,3-d]pyrimidine derivatives and structure-Activity relationships of the 2-,3- and 2,3-positions

Doi:10.1007/s00044-013-0904-x
(2014)

Article Doi