Addition of nitrogen dioxide to carbon–carbon double bond followed by a cyclization to construct nitromethylated isoquinolinediones

2017 ◽  
Vol 15 (8) ◽  
pp. 1821-1827 ◽  
Author(s):  
Xuanxuan Li ◽  
Shengyi Zhuang ◽  
Xinxin Fang ◽  
Ping Liu ◽  
Peipei Sun

4-(Nitromethyl)isoquinoline-1,3(2H,4H)-diones were synthesized via a tandem nitration/cyclization reaction of N-alkyl-N-methacryloyl benzamides using CO2 as the nitro source.

Synthesis ◽  
2021 ◽  
Author(s):  
Dmitrii L. Obydennov ◽  
Vyacheslav D. Steben’kov ◽  
Konstantin L. Obydennov ◽  
Sergey A. Usachev ◽  
Vladimir S. Moshkin ◽  
...  

Abstract4-Pyrones bearing electron-donating and electron-withdrawing groups react with nonstabilized azomethine ylides to form pyrano[2,3-c]pyrrolidines in moderate to good yields. The reaction proceeds chemoselectively as a 1,3-dipolar cycloaddition of the azomethine ylide at the carbon–carbon double bond of the pyrone activated by the electron-withdrawing substituent. The reactivity of 4-pyrones toward azomethine ylides was rationalized by computational studies with the use of reactivity indexes. The pyrano[2,3-c]pyrrolidine moiety could be modified, for example by a ring-opening transformation under the action of hydrazine to provide pyrazolyl-substituted pyrrolidines.


1984 ◽  
Vol 49 (7) ◽  
pp. 1300-1302 ◽  
Author(s):  
Mitsuo Komatsu ◽  
Yasuo Yoshida ◽  
Masatoshi Uesaka ◽  
Yoshiki Ohshiro ◽  
Toshio Agawa

ChemInform ◽  
2010 ◽  
Vol 27 (5) ◽  
pp. no-no
Author(s):  
H. TANAKA ◽  
R. KIKUCHI ◽  
M. BABA ◽  
S. TORII

1982 ◽  
Vol 23 (28) ◽  
pp. 2859-2862 ◽  
Author(s):  
Bernard Hanquet ◽  
Mohammed El Borai ◽  
Roger Guilard ◽  
Yves Dusausoy

1970 ◽  
Vol 43 (2) ◽  
pp. 313-321 ◽  
Author(s):  
S. W. Cornell ◽  
J. L. Koenig

Abstract The Raman spectra of cis-1,4-, trans-1,4-, and 3,4-polyisoprene are presented, and the frequencies are classified by configurational structure type. The stretching frequency of the carbon-carbon double bond vibrations are used to describe structure content. Only Raman bands characteristic of total 1,4 content and total vinyl content can be observed. Tentative values of structure content determined by both peak height and peak area are presented for two mixed structure rubbers.


1953 ◽  
Vol 26 (4) ◽  
pp. 902-911 ◽  
Author(s):  
C. S. Ramakrishnan ◽  
D. Raghunath ◽  
J. B. Pande

Abstract The chlorination of rubber solutions by gaseous chlorine was followed by isolating the partially chlorinated products and preparing their ozonides. The ozonides were hydrolyzed, and the acids and aldehydes formed on hydrolysis were determined. By a comparison with the amounts of acids and aldehydes obtained from ozonides of unreacted rubber, the amount of residual isoprenic double bonds present was found. The loss of double bonds attending the introduction of chlorine atoms into the molecule of rubber indicates four definite stages in chlorination : (1) initial substitutive attack by chlorine, with concomitant cyclization, resulting in a loss of one double bond between two isoprenic units, (2) substitution, (3) additive reaction, and (4) essentially substitution. Chlorination of aged rubber solutions differs from the above in that the cyclization reaction (stage 1) seems to be absent.


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