RING-TRANSFORMATIONS OF PYRIMIDINES BY INTRAMOLECULAR DIELS-ALDER REACTIONS. SYNTHESIS OF ANNELATED PYRIDINES

DOI: 10.1016/0040-4020(89)80111-5

Source and publish data:

Tetrahedron p. 803 - 812 (1989)

Update date:2022-08-05

Topics:

Authors:

Frissen, A. E.

Marcelis, A. T. M.

Plas, H. C. van der

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

Article abstract of DOI:10.1016/0040-4020(89)80111-5

Pyrimidines carrying an ω-alkyne side-chain -XCH2CH2CCH (X=O,N,S,SO,SO2) at the 2 or 5 position undergo intramolecular inverse electron demand Diels-Alder reactions across the C-2 and C-5 positions; elimination of hydrogen (or alkyl) cyanide from the intermediate adducts leads to condensed pyridines.The influence of the hetero atom (X) in the dienophilic side-chain and that of substituents in the pyrimidine ring on the reactivity is discussed.

Full text of DOI:10.1016/0040-4020(89)80111-5

Products guided by the article

Product name:2-(3-Butynylthio)-5-phenylpyrimidine

Cas No:121743-65-5

R&D Labs maybe for 121743-65-5

Second Pharma Co., Ltd

Contact:+86-575-82733999 0575-82732999

Address:hangzhou gulf fine chemical zone,shangyu city,zhejiang province
ABA Chemicals (Shanghai) Limited

Contact:021- 5115 9199-232

Address:Suite 18D, #201 Ningxia Road,
shandong lukang animal & plant drug trading co.,ltd.

Contact:15853765968

Address:floor 9, lukang ,jingying building,#173,taibai building west road,jining city,shandong,china
Jiangsu Mingchem Corporation

website:http://www.mingchem.com/en/index

Contact:0519-85170101-802

Address:Fifth Floor,B of Beihua Buliding,520 Road of Science and Education City,Changwu middle road NO.801,Wujin District,Changzhou,Jiangsu province
Suzhou Health Chemicals Co., Ltd.

website:http://www.healthchems.com

Contact:13776257979

Address:No. 338, Jingang Avenue,

Relevant to this article

CYP21-catalyzed production of the long-term urinary metandienone metabolite 17β-hydroxymethyl-17α-methyl-18-norandrosta-1,4,13-trien-3-one: A contribution to the fight against doping

Doi:10.1515/BC.2010.002
(2010)
Indium triflate-catalyzed allylation reactions of N-sulfonyl aldimines or N-alkoxycarbonylamino p-tolylsulfones with allyltrimethylsilane: Synthesis of protected homoallylic amines

Doi:10.1016/j.tet.2010.09.038
(2010)
Efficient one-pot synthesis of spirooxindole derivatives by ethylenediamine diacetate catalyzed reactions in water

Doi:10.1055/s-0029-1217116
(2010)
Ammonolysis of morpholine-2,5-diones: Participation of the primary amide group. Part 2

Doi:10.1002/poc.1884
(2012)
A simple synthesis of 3,5- and 2,3,5-alkyl- or -aryl-substituted thiophenes

Doi:10.1055/s-1989-27202
(1989)
Analgesic dipeptides VI: synthesis and structure-activity relationships of N-terminal modified analogues of the analgesic compounds H-Xaa-Trp(Nps)-OMe (Xaa=Lys, Orn, Arg)

Doi:10.1002/ardp.19893220306
(1989)

Article Doi