Divergent synthesis of oxindole derivatives via controllable reactions of isatin-derived para-quinone methides with sulfur ylides

2020 ◽  
Vol 18 (24) ◽  
pp. 4560-4565 ◽  
Author(s):  
Yong You ◽  
Bao-Xue Quan ◽  
Zhen-Hua Wang ◽  
Jian-Qiang Zhao ◽  
Wei-Cheng Yuan
Keyword(s):  
Quinone Methides ◽  
Sulfur Ylides ◽  
Catalyst Free

A catalyst-free and controllable reaction of isatin-derived para-quinone methides with sulfur ylides was developed, and it enables the divergent synthesis of two valuable oxindoles.

Catalyst-free synthesis of 2,3-dihydrobenzofurans through [4+1] cycloaddition of ortho -hydroxyphenylsubstituted para- quinone methides and sulfur ylides

Tetrahedron ◽  
2018 ◽  
Vol 74 (5) ◽  
pp. 600-605 ◽  
Author(s):  
Xin-Meng Chen ◽  
Ke-Xin Xie ◽  
Deng-Feng Yue ◽  
Xiao-Mei Zhang ◽  
Xiao-Ying Xu ◽  
...  
Keyword(s):  
Quinone Methides ◽  
Sulfur Ylides ◽  
Catalyst Free

scholarly journals Diastereoselective synthesis of CF3-dihydrobenzofurans by [4+1] annulation of in situ-generated CF3-o-quinone methides and sulfur ylides

RSC Advances ◽  
2020 ◽  
Vol 10 (63) ◽  
pp. 38588-38591
Author(s):  
Babli K. Jha ◽  
Jaggaraju Prudhviraj ◽  
Prathama S. Mainkar ◽  
Nagender Punna ◽  
Srivari Chandrasekhar
Keyword(s):  
Diastereoselective Synthesis ◽  
Quinone Methides ◽  
Reaction Conditions ◽  
Sulfur Ylides

The first [4 + 1] annulation reaction of in situ-generated highly electrophilic CF3-ortho-quinone methides with sulphur ylides has been put forth under mild reaction conditions to access CF3-dihydrobenzofurans.

Formal [4 + 1] cycloaddition of o-quinone methides: facile synthesis of dihydrobenzofurans

RSC Advances ◽  
2015 ◽  
Vol 5 (20) ◽  
pp. 14953-14957 ◽  
Author(s):  
Xiantao Lei ◽  
Chun-Huan Jiang ◽  
Xiaoan Wen ◽  
Qing-Long Xu ◽  
Hongbin Sun
Keyword(s):  
Facile Synthesis ◽  
Quinone Methides ◽  
Rapid Synthesis ◽  
Sulfur Ylides ◽  
Straightforward Method

An efficient and straightforward method for the rapid synthesis of 2-substituted dihydrobenzofurans has been developed via reaction of sulfur ylides with o-quinone methides (o-QMs).

Catalyst-Free Synthesis of 2,3-Dihydrobenzofurans via a Formal [4+1] Annulation of Propargylamines with Sulfur Ylides

2019 ◽  
Vol 84 (18) ◽  
pp. 11623-11638 ◽  
Author(s):  
Xinwei He ◽  
Mengqing Xie ◽  
Qiang Tang ◽  
Youpeng Zuo ◽  
Ruxue Li ◽  
...  
Keyword(s):  
Sulfur Ylides ◽  
Catalyst Free

scholarly journals Catalyst-Free 1,6-Conjugate Addition/Aromatization/Sulfonylation of para-Quinone Methides: Facile Access to Diarylmethyl Sulfones

ACS Omega ◽  
2018 ◽  
Vol 3 (2) ◽  
pp. 1409-1415 ◽  
Author(s):  
Teng Liu ◽  
Jianjun Liu ◽  
Shubiao Xia ◽  
Jie Meng ◽  
Xianfu Shen ◽  
...  
Keyword(s):  
Conjugate Addition ◽  
Quinone Methides ◽  
Catalyst Free

Catalyst-free 1,6-conjugate addition of indoles and 4-hydroxycoumarins to para-quinone methides: synthesis of unsymmetrical triarylmethanes

2020 ◽  
Vol 18 (39) ◽  
pp. 7837-7841
Author(s):  
Subramani Kumaran ◽  
Mohan Prabhakaran ◽  
Narayanan Mariyammal ◽  
Kanniyappan Parthasarathy
Keyword(s):  
Michael Reaction ◽  
Conjugate Addition ◽  
Quinone Methides ◽  
Metal Free ◽  
Catalyst Free

We have successfully developed an efficient metal-free 1,6-Michael reaction of indoles and 4-hydroxycoumarins with para-quinone methides to afford heterocyclic triarylmethanes in good yields.

Metal-free synthesis of triarylated (Z)-nitrones via H2O-mediated 1,3-dipolar transfer under aerobic conditions

2019 ◽  
Vol 21 (3) ◽  
pp. 675-683 ◽  
Author(s):  
Ke Chen ◽  
Wen-Juan Hao ◽  
Shu-Jiang Tu ◽  
Bo Jiang
Keyword(s):  
Good Yield ◽  
Transfer Reaction ◽  
Environmentally Benign ◽  
Quinone Methides ◽  
Aerobic Conditions ◽  
Metal Free ◽  
Catalyst Free

A new and environmentally benign protocol aimed at the generation of triarylated (Z)-nitrones in generally good yield has been developed via metal- and catalyst-free H2O-mediated 1,3-dipolar transfer reaction of para-quinone methides (p-QMs) with diarylated nitrones under aerobic conditions.

Metal-Free Photoinduced Hydroalkylation Cascade Enabled by an Electron-Donor-Acceptor Complex

2020 ◽  
Author(s):  
José Tiago Menezes Correia ◽  
Gustavo Piva da Silva ◽  
Camila Menezes Kisukuri ◽  
Elias André ◽  
Bruno Pires ◽  
...  
Keyword(s):  
Electron Donor ◽  
Functional Group ◽  
Photoexcited Electron ◽  
One Pot ◽  
Quaternary Centers ◽  
Metal Free ◽  
Acceptor Complex ◽  
Catalyst Free ◽  
Donor Acceptor ◽  
Radical Cascade

A metal- and catalyst-free photoinduced radical cascade hydroalkylation of 1,7-enynes has been disclosed. The process is triggered by a SET event involving a photoexcited electron-donor-aceptor complex between NHPI ester and Hantzsch ester, which decomposes to afford a tertiary radical that is readily trapped by the enyne. <a>The method provides an operationally simple, robust and step-economical approach to the construction of diversely functionalized dihydroquinolinones bearing quaternary-centers. A sequential one-pot hydroalkylation-isomerization approach is also allowed giving access to a family of quinolinones. A wide substrate scope and high functional group tolerance was observed in both approaches</a>.

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