Organic Synthesis Utilizing Beckmann Fragmentation: New Carbon-Carbon Bond Formation by the Reaction of α-Alkoxycycloalkanone Oxime Acetates with Organoaluminium Reagents

DOI: 10.1039/c39910000533

Source and publish data:

Journal of the Chemical Society. Chemical communications p. 533 - 534 (1991)

Update date:2022-08-03

Topics:

Authors:

Fujioka, Hiromichi

Yamanaka, Takeshi

Takuma, Kazuhiro

Miyazaki, Makoto

Kita, Yasuyuki

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

Article abstract of DOI:10.1039/c39910000533

The reaction of α-alkoxycycloalkanone oxime acetates 1 with organoaluminium reagents caused Beckmann fragmentation and subsequent carbon-carbon bond formation to give various types of ω-cyano-α-alkyl (or alkynyl)ethers 2 in high yields.

Full text of DOI:10.1039/c39910000533

View Article Online / Journal Homepage / Table of Contents for this issue

View Article Online

Products guided by the article

Product name:2-Methoxy-cyclohexanone O-benzyl-oxime

Cas No:134559-43-6

R&D Labs maybe for 134559-43-6

SINO GREAT ENTERPRISE LTD.

Contact:+86-731-84427351

Address:154 JIANXIANG SOUTH ROAD
shanghai hekang chemical co.ltd

Contact:021-54173790

Address:328 WuHe Road, Building #A, 2nd Floor, Minhang, Shanghai 201109, China
Forsman Scientific(Beijing)co.,Ltd.

Contact:+86-10-64646565

Address:Rm No.1301, Building-2, No. A-13 Beiyuan Road, Chaoyang District Beijing, China, PR,
Suzhou SuKaiLu Chemical Technology Co., Ltd.

Contact:+86-512-62766020

Address:Floor 4, Building 1, Xinyi Pharmaceutical Valley Wisdom Industrial Park, 415 Changyang Street, Suzhou Industrial Park, Jiangsu Province
ZHEJIANG NHU COMPANY LTD.

Contact:86-575-86132822，86-575-86085355

Address:No.418 Dadao West Road,Qixing Street,Xinchang, Zhejiang Province, China.

Relevant to this article

Bronsted acid-promoted sequential hydroarylation-hydroamidation of arene-tethered 1-(2-alkynylphenyl)ureas: Direct access to 4,4-spiro-3,4-dihydro- 2-(1H)-quinazolinones

Doi:10.1002/adsc.201100223
(2011)
Structure activity relationship of 3-nitro-2-(trifluoromethyl)-2H-chromene derivatives as P2Y₆ receptor antagonists

Doi:10.1016/j.bmcl.2021.128008
(2021)
Heck reaction on morita-baylis-hillman adducts: Diastereoselective synthesis of pyrrolizidinones and pyrrolizidines

Doi:10.1055/s-0030-1261161
(2011)
N-heterocyclic carbene (NHC)-rhodium-catalyzed carbonylative C-C bond formation of allenols with arylboronic acids under carbon monoxide

Doi:10.1002/adsc.201100309
(2011)
Synthesis, biological evaluation, and pharmacokinetic profiling of benzophenone derivatives as tumor necrosis factor-alpha and interleukin-6 inhibitors

Doi:10.1007/s00044-011-9856-1
(2012)
Efficient and convenient C-3 functionalization of indoles through Ce(OAc)₃/TBHP-mediated oxidative C-H bond activation in the presence of β-cyclodextrin

Doi:10.1039/c1gc15639j
(2011)

Article Doi