Palladium-catalyzed double coupling reaction of terminal alkynes with isocyanides: a direct approach to symmetrical N-aryl dialkynylimines

2020 ◽  
Vol 18 (40) ◽  
pp. 8089-8093
Author(s):  
Zhi-Wei Xi ◽  
Yan He ◽  
Li-Qiu Liu ◽  
Ying-Chun Wang
Keyword(s):  
Coupling Reaction ◽  
Direct Approach ◽  
Quinoline Derivatives ◽  
Terminal Alkynes ◽  
Palladium Catalyzed ◽  
Double Coupling

We have synthesized symmetrical N-aryl dialkynylimines via the palladium-catalyzed double coupling reaction of terminal alkynes with isonitriles, and the obtained dialkynylimines could be readily converted into 2-iodobenzo[f]quinoline derivatives.

Palladium Catalyzed Synthesis of Phenylquinoxaline-Alkyne Derivatives via Sonogashira Cross Coupling Reaction

2021 ◽  
Vol 43 (1) ◽  
pp. 95-95
Author(s):  
Rifhat Bibi Rifhat Bibi ◽  
Muhammad Yaseen Muhammad Yaseen ◽  
Haseen Ahmad Haseen Ahmad ◽  
Ismat Ullah Khan Ismat Ullah Khan ◽  
Shaista Parveen Shaista Parveen ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Sonogashira Reaction ◽  
Terminal Alkynes ◽  
Vinyl Halides ◽  
Sonogashira Coupling Reaction ◽  
Quinoxaline Derivatives ◽  
Palladium Catalyzed ◽  
High Yields ◽  
Alkyne Derivatives

Transition metals mediated cross coupling methodologies provide an extremely powerful versatile pathway in organic syntheses undoubtedly, a facile route for syntheses and derivatization of biologically important heterocycles from easily available precursors. Sonogashira coupling reaction, a leading method to Csp-Csp2 bond formation is one of the most important and rapid pathways to couple aryl/vinyl halides with terminal alkynes. Current research study deals with the synthesis of alkyne substituted quinoxaline derivatives. The quinoxalines class of aromatic heterocycles exhibits a wide variety of important biological potencies. Palladium catalyzed cross coupling process provided an effective synthetic practice for the synthesis of alkyne derivatives of quinoxaline. Vareity of terminal alkynes were coupled with 2-(4-bromophenyl)quinoxaline under optimized conditions for Sonogashira reaction, affording alkyne substituted quinoxaline derivatives in high yields. The optimized reaction conditions for coupling of range of terminal alkyne with quinoxaline basic core render this process significant for designing of medicinally interesting precursors.

Palladium-catalyzed denitrative Sonogashira-type cross-coupling of nitrobenzenes with terminal alkynes

2020 ◽  
Vol 56 (5) ◽  
pp. 790-793 ◽  
Author(s):  
Boya Feng ◽  
Yudong Yang ◽  
Jingsong You
Keyword(s):  
Bond Formation ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Terminal Alkynes ◽  
Cross Coupling Reaction ◽  
Palladium Catalyzed

Described herein is a palladium-catalyzed cross-coupling reaction between nitroarenes and terminal alkynes, offering a facile method for C(sp2)–C(sp) bond formation.

scholarly journals Palladium-Catalyzed Sonogashira Coupling Reaction of 2-Amino-3-Bromopyridines with Terminal Alkynes

2017 ◽  
Vol 06 (03) ◽  
pp. 121-133 ◽  
Author(s):  
Qing Zhu ◽  
Lichun Liao ◽  
Guo Cheng ◽  
Wen Yang ◽  
Yingying Deng ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Sonogashira Coupling ◽  
Terminal Alkynes ◽  
Sonogashira Coupling Reaction ◽  
Palladium Catalyzed

Palladium-catalyzed cross-coupling reaction of aryl trimethoxysilanes with terminal alkynes

2009 ◽  
Vol 50 (5) ◽  
pp. 530-532 ◽  
Author(s):  
Zhishi Ye ◽  
Miaochang Liu ◽  
Baoda Lin ◽  
Huayue Wu ◽  
Jinchang Ding ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Terminal Alkynes ◽  
Cross Coupling Reaction ◽  
Palladium Catalyzed

Palladium-Catalyzed Dehydrogenative Coupling Reaction of Terminal Alkynes with Unactivated Alkenes

2017 ◽  
Vol 65 (1) ◽  
pp. 117-121 ◽  
Author(s):  
Akira Yada ◽  
Shoki Nishi ◽  
Yuta Sato ◽  
Sakina Ichinoseki ◽  
Masahiro Murakami
Keyword(s):  
Coupling Reaction ◽  
Terminal Alkynes ◽  
Dehydrogenative Coupling ◽  
Palladium Catalyzed

Palladium Catalyzed Synthesis of Phenylquinoxaline-Alkyne Derivatives via Sonogashira Cross Coupling Reaction

2021 ◽  
Vol 43 (1) ◽  
pp. 95-95
Author(s):  
Rifhat Bibi Rifhat Bibi ◽  
Muhammad Yaseen Muhammad Yaseen ◽  
Haseen Ahmad Haseen Ahmad ◽  
Ismat Ullah Khan Ismat Ullah Khan ◽  
Shaista Parveen Shaista Parveen ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Sonogashira Reaction ◽  
Terminal Alkynes ◽  
Vinyl Halides ◽  
Sonogashira Coupling Reaction ◽  
Quinoxaline Derivatives ◽  
Palladium Catalyzed ◽  
High Yields ◽  
Alkyne Derivatives

Transition metals mediated cross coupling methodologies provide an extremely powerful versatile pathway in organic syntheses undoubtedly, a facile route for syntheses and derivatization of biologically important heterocycles from easily available precursors. Sonogashira coupling reaction, a leading method to Csp-Csp2 bond formation is one of the most important and rapid pathways to couple aryl/vinyl halides with terminal alkynes. Current research study deals with the synthesis of alkyne substituted quinoxaline derivatives. The quinoxalines class of aromatic heterocycles exhibits a wide variety of important biological potencies. Palladium catalyzed cross coupling process provided an effective synthetic practice for the synthesis of alkyne derivatives of quinoxaline. Vareity of terminal alkynes were coupled with 2-(4-bromophenyl)quinoxaline under optimized conditions for Sonogashira reaction, affording alkyne substituted quinoxaline derivatives in high yields. The optimized reaction conditions for coupling of range of terminal alkyne with quinoxaline basic core render this process significant for designing of medicinally interesting precursors.

Sign in / Sign up

Export Citation Format

Share Document