Intramolecular Photochemical Reactions of 4-(ω-Alkenyloxy)-6-methyl-2-pyrones Having an Alkoxycarbonyl Group at the Olefinic Carbon Chain

DOI: 10.1021/jo00025a035

Source and publish data:

Journal of Organic Chemistry p. 7150 - 7154 (1991)

Update date:2022-08-16

Topics:

Authors:

Shimo, Tetsuro

Tajima, Jun

Suishu, Takaaki

Somekawa, Kenichi

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

Article abstract of DOI:10.1021/jo00025a035

Photochemical reactions of 4-(ω-alkenyloxy)-6-methyl-2-pyrones 4-8 were investigated.Photosensitized reactions of 2-pyrones 4-6 gave intramolecular <2 + 2> cycloadducts 14-16 as oxatricyclic lactones, site-, regio- and stereospecifically, but 7 and 8 gave no products.On the other hand, direct irradiations of 4 and 5 afforded cyclobutenecarboxylic acids 19 and 20, respectively.The intramolecular cycloaddition mechanism was also explained from the excited state of 2-pyrone calculated by means of the MNDO-CI method.

Full text of DOI:10.1021/jo00025a035

Products guided by the article

Product name:2-CHLOROETHYL ACRYLATE

Cas No:2206-89-5

R&D Labs maybe for 2206-89-5

Nanjing Samwon International Limited

Contact:+86-25-84873444

Address:1108, BLDG B, New Century Plaza, No 1, South Taiping Rd.,
Suzhou Howsine Biological Technology Co.,Ltd(expird)

website:http://www.howsine.com

Contact:86-512-67262751

Address:No 3,Weihua Road ,Suzhou Industrial Park ,Jiangsu ,China.
Anhui Hope-Chem Co., Ltd.

Contact:86-551-63540590

Address:No 1388 Furong Rd., Hefei, Anhui, China
Deer Chemicals Co., Ltd.

Contact:+86-13666670345

Address:Agricultural Development Zone, Haining, Jiaxing, Zhejiang
QINGDAO DEVELOP chemistry Co.,Limited

Contact:+86-532-85807910

Address:98#Nanjing Road, Qingdao, China 266071

Relevant to this article

Preparation of Ag-Cu/Al₂O₃ composite catalyst for ammonia decomposition

Doi:10.1002/bkcs.10038
(2015)
Process development toward the pilot scale synthesis of the piperidine-based cocaine analogue and potent dopamine and norepinephrine reuptake inhibitor CTDP 31,446

Doi:10.1021/op060114g
(2006)
Biological and catalytic potential of sustainable low and high valent metal-Schiff base sulfonate salicylidene pincer complexes

Doi:10.1039/c9ra06816c
(2019)
“Colorless-to-black” electrochromic and AIE-active polyamides: An effective strategy for the highest-contrast electrofluorochromism

Doi:10.1021/acs.macromol.0c01019
(2020)
Nitrobenzene hydrogenation on Au/TiO₂ and Au/SiO₂ catalyst: Synthesis, characterization and catalytic activity

Doi:10.1007/s10562-013-1034-2
(2013)
Secondary phosphine oxide-triggered selective oxygenation of a benzyl ligand on palladium

Doi:10.1039/d0cc05572g
(2020)

Article Doi