Acid-catalyzed acylation reaction via C–C bond cleavage: a facile and mechanistically defined approach to synthesize 3-acylindoles

2014 ◽  
Vol 50 (81) ◽  
pp. 12181-12184 ◽  
Author(s):  
Qi Xing ◽  
Pan Li ◽  
Hui Lv ◽  
Rui Lang ◽  
Chungu Xia ◽  
...  
ChemInform ◽  
2015 ◽  
Vol 46 (11) ◽  
pp. no-no
Author(s):  
Qi Xing ◽  
Pan Li ◽  
Hui Lv ◽  
Rui Lang ◽  
Chungu Xia ◽  
...  

1972 ◽  
Vol 94 (10) ◽  
pp. 3676-3677 ◽  
Author(s):  
Edward P. Lyznicki ◽  
Thomas T. Tidwell

RSC Advances ◽  
2015 ◽  
Vol 5 (104) ◽  
pp. 85646-85651 ◽  
Author(s):  
Guanshuo Shen ◽  
Haifeng Zhou ◽  
Peng Du ◽  
Sensheng Liu ◽  
Kun Zou ◽  
...  

Tetrahedron ◽  
1977 ◽  
Vol 33 (9) ◽  
pp. 1003-1006 ◽  
Author(s):  
F. Cristiani ◽  
F.A. Devillanova ◽  
G. Verani
Keyword(s):  

1972 ◽  
Vol 50 (22) ◽  
pp. 3639-3647 ◽  
Author(s):  
P. C. Loewen ◽  
R. K. Brown

The hydrogenolysis of 2-aryloxytetrahydrofurans by excess AlH2Cl gave, in excellent yield, only those products expected from exo C—O bond cleavage regardless of the nature of the substituent in the aryl ring. None of the 4-aryloxy-1-butanol, the product expected from ring cleavage, was detected. The reaction was very much faster than the corresponding AlH2Cl hydrogenolysis of 2-alkoxytetrahydrofurans which is known to give only ring cleavage products under similar conditions.Treatment of 2-aryloxytetrahydrofurans or pyrans with AlCl3 in ether, resulted in acid-catalyzed cleavage to the corresponding phenol and dihydrofuran or dihydropyran, the latter immediately forming polymeric products. For those 2-aryloxytetrahydrofurans or pyrans, unsubstituted, or substituted with electron donor groups in the aryl ring, another product was obtained which resulted from electrophilic attack of one protonated dihydrofuran or pyran on the ortho or para position of the phenol. These rearrangement products were also obtained in small amounts as byproducts when 2-aryloxytetrahydrofurans were hydrogenolyzed with insufficient AlH2Cl.


RSC Advances ◽  
2017 ◽  
Vol 7 (22) ◽  
pp. 13123-13129 ◽  
Author(s):  
Zhong-Yuan Mao ◽  
Xiao-Yun Liao ◽  
Heng-Shan Wang ◽  
Chun-Gu Wang ◽  
Ke-Bin Huang ◽  
...  

2,4,6-Trisubstituted pyridines can be generated from an acid-catalyzed tandem reaction via CC/C(sp3)–N bond cleavage of enones and primary amines.


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