1432726-53-8Relevant articles and documents
Azide-Triggered Bicyclization of o-Alkynylisocyanobenzenes: Synthesis of Tetrazolo[1,5-a]quinolines
Khaikate, Onnicha,Soorukram, Darunee,Leowanawat, Pawaret,Pohmakotr, Manat,Reutrakul, Vichai,Kuhakarn, Chutima
, p. 7050 - 7057 (2019)
An efficient and rapid synthetic approach for the synthesis of tetrazolo[1,5-a]quinolines has been developed employing the reaction of o-alkynylisocyanobenzenes with sodium azide. The present strategy involved nucleophilic addition of azide to isocyanide followed by 6-endo cyclization. The reaction gives access to a collection of tetrazolo[1,5-a]quinolines with broad functional group in moderate to high yields under metal-, and base-free conditions.
Alkanethiol-Mediated Cyclization of o-Alkynylisocyanobenzenes: Synthesis of Bis-Thiolated Indole Derivatives
La-Ongthong, Kannika,Naweephattana, Phiphop,Khaikate, Onnicha,Surawatanawong, Panida,Soorukram, Darunee,Pohmakotr, Manat,Reutrakul, Vichai,Leowanawat, Pawaret,Kuhakarn, Chutima
, p. 6338 - 6351 (2020/07/21)
Reactions of o-alkynylisocyanobenzenes with a variety of alkanethiols (Alk-SH) provide the corresponding bis-thiolated indole derivatives. The advantages of the reaction include metal-free, room-temperature, mild reaction conditions and broad functional group compatibility. The reaction proceeds via nucleophilic addition of an alkanethiol to an isonitrile moiety, 5-exo cyclization, followed by nucleophilic addition of an alkanethiol to a 3-alkylidene indole intermediate. Density functional calculations on the electronic structures and relative free energies of 5-exo and 6-endo cyclization pathways support that the 5-exo cyclization is preferable.
Synthesis of 3-substituted quinolin-2(1H)-ones via the cyclization of o-alkynylisocyanobenzenes
Charoenpol, Ailada,Meesin, Jatuporn,Khaikate, Onnicha,Reutrakul, Vichai,Pohmakotr, Manat,Leowanawat, Pawaret,Soorukram, Darunee,Kuhakarn, Chutima
supporting information, p. 7050 - 7054 (2018/10/17)
A facile synthesis of various functionalized 3-substituted quinolin-2(1H)-ones through Ag(i) nitrate-catalyzed cyclization of o-alkynylisocyanobenzenes is described. The reaction allows rapid and convenient access to 3-substituted quinolin-2(1H)-one scaffolds in moderate to good yields.
Ruthenium-Catalyzed 1,6-Aromatic Enamide-Silylalkyne Cycloisomerization: Approach to 2,3-Disubstituted Indoles
Takamoto, Kohei,Ohno, Shohei,Hyogo, Norimichi,Fujioka, Hiromichi,Arisawa, Mitsuhiro
, p. 8733 - 8742 (2017/08/23)
Cycloisomerization is an atom economic procedure that converts dienes and enynes into cyclic molecules. To date, cycloisomerization between enamides and silylalkynes has not been explored. We found that N-acyl-N-vinyl-2-silylalkynylaniline derivatives und
Copper-catalyzed synthesis of 2-aminobenzothiazoles from 2-iodophenyl isocyanides, potassium sulfide and amines
Min, Hao,Xiao, Genhua,Liu, Wenjuan,Liang, Yun
supporting information, p. 11088 - 11091 (2016/12/09)
A simple and practically useful synthetic method for the synthesis of a variety of 2-aminobenzothiazoles was developed. This methodology could construct one C-N bond and two C-S bonds in a step reaction and provide the desired products in good to perfect yields.
