Facile synthesis of carbamoylated benzimidazo[2,1-a]isoquinolin-6(5H)-ones via radical cascade cyclization under metal-free conditions

2021 ◽  
Author(s):  
Qi Liu ◽  
Lei Wang ◽  
Jie Liu ◽  
Shuchen Ruan ◽  
Pinhua Li
Keyword(s):  
Efficient Synthesis ◽  
Facile Synthesis ◽  
Metal Free ◽  
Cascade Cyclization ◽  
Highly Efficient ◽  
Radical Cascade

A highly efficient synthesis of carbamoylated benzimidazo[2,1-a]isoquinolin-6(5H)-ones using 2-arylbenzoimidazoles and oxamic acids was developed. This strategy tolerated various substrates on the starting materials to generate the corresponding products in good...

scholarly journals Highly Efficient Synthesis of Hindered 3-Azoindoles via Metal-Free C–H Functionalization of Indoles

Synthesis ◽  
2020 ◽  
Vol 52 (04) ◽  
pp. 574-580
Author(s):  
Nicolas Jacob ◽  
Lucas Guillemard ◽  
Joanna Wencel-Delord
Keyword(s):  
Steric Hindrance ◽  
Room Temperature ◽  
Efficient Synthesis ◽  
Atom Economy ◽  
Photochromic Compounds ◽  
Metal Free ◽  
Highly Efficient ◽  
Simple Protocol ◽  
Potential Applications

Although 3-azoindoles have recently emerged as an appealing family of photoswitch molecules, the synthesis of such compounds has been poorly covered in the literature. Herein a high-yielding and operationally simple protocol is reported allowing the synthesis of 3-azoindoles, featuring important steric hindrance around the azo motif. Remarkably, this C–H coupling is characterized by excellent atom economy and occurs under metal-free conditions, at room temperature, and within few minutes, delivering the expected products in excellent yields (quantitatively in most of the cases). Accordingly, a library of new molecules, with potential applications as photochromic compounds, is prepared.

Transition-metal-free C–C bond cleavage and formation: efficient synthesis of 2,3-diarylimidazo[1,2-α]pyridines from 2-aminopyridines and alkynoates

RSC Advances ◽  
2016 ◽  
Vol 6 (89) ◽  
pp. 86464-86467 ◽  
Author(s):  
Zhengwang Chen ◽  
Yuelu Wen ◽  
Guotian Luo ◽  
Min Ye ◽  
Qinghao Wang
Keyword(s):  
Transition Metal ◽  
Bond Cleavage ◽  
Cyclization Reaction ◽  
Efficient Synthesis ◽  
Metal Free ◽  
Highly Efficient

A highly efficient transition-metal-free cyclization reaction for the synthesis of 2,3-diarylimidazo[1,2-α]pyridines is described.

Synthesis of Bisflavanol-Type Natural Products and Their Analogues­ via Self-Coupling of C8-Methylol Catechin Derivatives

Synthesis ◽  
2019 ◽  
Vol 51 (16) ◽  
pp. 3127-3141
Author(s):  
Deng-Ming Huang ◽  
Hui-Jing Li ◽  
Yan Zhao ◽  
Yan-Chao Wu
Keyword(s):  
Natural Products ◽  
Coupling Mechanism ◽  
The Novel ◽  
Efficient Synthesis ◽  
Metal Free ◽  
Mild Conditions ◽  
Highly Efficient ◽  
Acid Catalyzed

A highly efficient and regioselective self-coupling of C8-methylol catechin derivatives is developed for the synthesis of dimeric flavanol analogues under metal-free and mild conditions. Its applicability is showcased by the efficient synthesis of bisflavanol-type natural products bis-8,8′-catechinylmethane, bis-8,8′-epicatechinylmethane, talienbisflavan A, and oolonghomobisflavan A. The novel self-coupling mechanism sheds new light on the classical Friedel–Crafts alkylation mechanism in acid-catalyzed catechin–formaldehyde condensation.

Aerobic radical-cascade cycloaddition of isocyanides, selenium and imidamides: facile access to 1,2,4-selenadiazoles under metal-free conditions

2017 ◽  
Vol 19 (7) ◽  
pp. 1613-1618 ◽  
Author(s):  
Yi Fang ◽  
Zheng-Lin Zhu ◽  
Pei Xu ◽  
Shun-Yi Wang ◽  
Shun-Jun Ji
Keyword(s):  
Metal Free ◽  
Cascade Cyclization ◽  
Radical Cascade ◽  
Novel Method

A facile and novel method for the synthesis of functionalized 1,2,4-selenadiazoles through aerobic radical-cascade cyclization of isocyanides, selenium and imidamides is established.

Triflic acid-catalyzed metal-free synthesis of (E)-2-cyanoacrylamides and 3-substituted azetidine-2,4-diones

2018 ◽  
Vol 42 (8) ◽  
pp. 6433-6440 ◽  
Author(s):  
Bapurao D. Rupanwar ◽  
Santosh S. Chavan ◽  
Anil M. Shelke ◽  
Gurunath M. Suryavanshi
Keyword(s):  
Biologically Active ◽  
Efficient Synthesis ◽  
Triflic Acid ◽  
Metal Free ◽  
Highly Efficient ◽  
Acid Catalyzed

A TfOH-catalyzed highly efficient synthesis of biologically active (E)-2-cyanoacrylamides and 3-substituted azetidine-2,4-diones has been reported with 64–94% yields under metal-free conditions.

A highly efficient metal-free protocol for the synthesis of linear polydicyclopentadiene

2021 ◽  
Author(s):  
Xuejin Yang ◽  
Laura M. Murphy ◽  
Farihah M. Haque ◽  
Scott M. Grayson ◽  
Andrew J. Boydston
Keyword(s):  
Ring Opening ◽  
Efficient Synthesis ◽  
Ring Opening Metathesis Polymerization ◽  
Free Ring ◽  
Metathesis Polymerization ◽  
Metal Free ◽  
Highly Efficient

We have developed a highly efficient synthesis of linear polydicyclopentadiene (pDCPD) via photoredox mediated metal-free ring-opening metathesis polymerization (MF-ROMP) and investigated the Tg–Mn dependence of linear pDCPD.

Efficient synthesis of 1,2-benzisothiazoles from o-haloarylamidines and elemental sulfur via N–S/C–S bond formation under transition-metal-free conditions

2018 ◽  
Vol 20 (4) ◽  
pp. 827-831 ◽  
Author(s):  
Hao Xie ◽  
Guozheng Li ◽  
Feng Zhang ◽  
Fuhong Xiao ◽  
Guo-Jun Deng
Keyword(s):  
Transition Metal ◽  
Functional Groups ◽  
Elemental Sulfur ◽  
Bond Formation ◽  
Efficient Synthesis ◽  
Facile Synthesis ◽  
Good Tolerance ◽  
Metal Free

Facile synthesis of 1,2-benzisothiazoles from amidines and elemental sulfur via N–S/C–S bond formation under transition-metal-free conditions has been developed with good tolerance of a broad range of functional groups.

Highly Efficient Synthesis of N-Sulfonylamidines via Silver-Catalyzed­ or Metal-Free Thermally Promoted Denitrogenative Amination of N-Sulfonyl-1,2,3-triazoles

Synthesis ◽  
2016 ◽  
Vol 49 (06) ◽  
pp. 1371-1379 ◽  
Author(s):  
Xihe Bi ◽  
Xingqi Li ◽  
Yue Feng ◽  
Wanjia Zhou ◽  
Ge Sun ◽  
...  
Keyword(s):  
Efficient Synthesis ◽  
Metal Free ◽  
Highly Efficient
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