Transition‐Metal‐Free [4+3]‐Cycloaddition of ortho ‐Quinone Methides and Isomünchnones: Catalytic and Diastereoselective Assembly of Oxa‐bridged Oxazocine Scaffolds

2018 ◽  
Vol 57 (49) ◽  
pp. 16185-16189 ◽  
Author(s):  
Heather Lam ◽  
Zafar Qureshi ◽  
Marcus Wegmann ◽  
Mark Lautens
Keyword(s):  
Transition Metal ◽  
Quinone Methides ◽  
Metal Free

Direct Propargylation of ortho-Quinone Methides with Alkynyl Zinc Reagents: An Application to the One-Pot Synthesis of 2,3-Disubstituted Benzofurans

Synlett ◽  
2020 ◽  
Vol 31 (08) ◽  
pp. 818-822
Author(s):  
Hongjun Ren ◽  
Manman Sun ◽  
Jinyu Song ◽  
Lei Wang ◽  
Wenguang Yin ◽  
...  
Keyword(s):  
Transition Metal ◽  
Functional Group ◽  
Quinone Methides ◽  
One Pot ◽  
Metal Free ◽  
Efficient Strategy ◽  
One Pot Synthesis ◽  
Subsequent Cyclization ◽  
The One

A transition-metal-free propargylation of ortho-quinone methides (o-QMs) with alkynyl zinc reagents was achieved. A conjugate alkynylation of an o-QM and subsequent cyclization sequence in the presence of KOt-Bu for the synthesis of 2,3-disubstituted benzofurans in one pot was developed. This efficient strategy exhibits good functional-group compatibility and gives moderate to good yields. The present reaction might serve as an attractive method for the synthesis of polysubstituted benzofurans.

B(C6F5)3-Catalyzed redox-neutral β-alkylation of tertiary amines using p-quinone methides via borrowing hydrogen

2019 ◽  
Vol 55 (9) ◽  
pp. 1217-1220 ◽  
Author(s):  
Rui Li ◽  
Yong Chen ◽  
Kun Jiang ◽  
Feiyi Wang ◽  
Cuifen Lu ◽  
...  
Keyword(s):  
Transition Metal ◽  
Tertiary Amines ◽  
Quinone Methides ◽  
Metal Free ◽  
Borrowing Hydrogen

A transition metal-free intermolecular redox-neutral β-alkylation of acyclic tertiary amines via borrowing hydrogen catalyzed by commercially available B(C6F5)3 was achieved.

Transition-metal-free synthesis of 1,4-benzoxazepines via [4+3]-cycloaddition of para-quinone methides with azaoxyallyl cations

2020 ◽  
Author(s):  
Shuang-Jing Zhou ◽  
Xiao Cheng ◽  
Chun-Xia Hu ◽  
Guo-Yong Xu ◽  
Wen-Jing Xiao ◽  
...  
Keyword(s):  
Transition Metal ◽  
Quinone Methides ◽  
Metal Free

Radical alkylation of para-quinone methides with 4-substituted Hantzsch esters/nitriles via organic photoredox catalysis

2018 ◽  
Vol 16 (35) ◽  
pp. 6391-6394 ◽  
Author(s):  
Qing-Yan Wu ◽  
Qing-Qiang Min ◽  
Gui-Zhen Ao ◽  
Feng Liu
Keyword(s):  
Transition Metal ◽  
Photoredox Catalysis ◽  
Quinone Methides ◽  
Metal Free

A redox-neutral, transition-metal-free and photocatalytic protocol is developed for the synthesis of functionalized phenols from para-quinone methides.

Metal free highly efficient C–N bond formation through 1,6-addition: synthesis and photophysical studies of diaryl methyl amino acid esters (DMAAEs)

2020 ◽  
Vol 44 (35) ◽  
pp. 14859-14864
Author(s):  
Deblina Roy ◽  
Abhineet Verma ◽  
Arpita Banerjee ◽  
Satyen Saha ◽  
Gautam Panda
Keyword(s):  
Amino Acid ◽  
Transition Metal ◽  
Bond Formation ◽  
Amino Acid Esters ◽  
Quinone Methides ◽  
One Pot ◽  
Metal Free ◽  
Photophysical Studies ◽  
The One ◽  
Acid Esters

A transition-metal free, proficient strategy for the one-pot synthesis of diverse diaryl methyl amino acid esters (DMAAEs) has been established from the easily accessible chiral amino acid esters and para-quinone methides (QMs) in very good to excellent yields.

N-Heterocyclic carbene-triggered transition-metal-free synthesis of 2,3-disubstituted benzofuran derivatives

2016 ◽  
Vol 14 (27) ◽  
pp. 6463-6469 ◽  
Author(s):  
Yuanwei Xie ◽  
Chenxia Yu ◽  
Yonglei Que ◽  
Tuanjie Li ◽  
Yuhong Wang ◽  
...  
Keyword(s):  
Transition Metal ◽  
Efficient Synthesis ◽  
Quinone Methides ◽  
Metal Free

An NHC-triggered, transition-metal-free strategy for the efficient synthesis of 2,3-disubstituted benzofuran derivatives in moderate to excellent yields from aryl or alkyl aldehydes and o-quinone methides has been developed.

Transition-metal-free catalytic hydroboration reduction of amides to amines

2020 ◽  
Vol 7 (21) ◽  
pp. 3515-3520
Author(s):  
Wubing Yao ◽  
Jiali Wang ◽  
Aiguo Zhong ◽  
Shiliang Wang ◽  
Yinlin Shao
Keyword(s):  
Transition Metal ◽  
Selective Catalytic Reduction ◽  
Catalytic Reduction ◽  
Value Added ◽  
Metal Free

The selective catalytic reduction of amides to value-added amine products is a desirable but challenging transformation.

Deaminative carbonylative thioesterification of activated alkylamines with thiophenols under transition-metal-free conditions

2021 ◽  
Author(s):  
Fengqian Zhao ◽  
Xiao-Feng Wu
Keyword(s):  
Free Radical ◽  
Transition Metal ◽  
Metal Free

A transition-metal-free radical carbonylation of activated alkylamines with thiophenols has been successfully developed. Various thioesters were selectively produced with moderate to good yields.

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