Preparation of 3-Acyl-4-arylcoumarins via Metal-Free Tandem Oxidative Acylation/Cyclization between Alkynoates with Aldehydes

Mi, Xia; Wang, Chenyang; Huang, Miaoliang; Wu, Yusheng; Wu, Yangjie

doi:10.1021/jo502220b

Cited by 98 publications

(30 citation statements)

References 82 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…One year later, a similar tetrabutylammonium bromidepromoted intramolecular annulation of alkyne was reported by Wu and co-workers. 27 The acylation occurred simultaneously by using benzaldehyde (Scheme 15). They also proposed that the ammonium bromide transfers an electron to K 2 S 2 O 8 to give tetrabutylammonium sulfate radical.…”

Section: Functionalization Of Alkenes and Arenesmentioning

confidence: 99%

Bromine-Mediated Cross-Dehydrogenative Coupling (CDC) Reactions

Wang

Wong

2018

Bulletin of the Chemical Society of Japan

View full text Add to dashboard Cite

Bin Wang Bin Wang studied organic chemistry at the Institute of Elemento-organic Chemistry, Nankai University, and obtained his Ph.D. in 2007 under the supervision of Prof. Ruyu Chen. In the same year, he joined the College of Pharmacy of Nankai University as Assistant Professor. He became Associate Professor in 2009, and initiated his independent research. Presently, he is Visiting Scholar in the research group of Prof. Henry N.C. Wong at the Chinese University of Hong Kong. Professor Wang's current research interests center around developments of novel methods for sustainable organic synthesis and aryne chemistry.

show abstract

Section: Functionalization Of Alkenes and Arenesmentioning

confidence: 99%

Bromine-Mediated Cross-Dehydrogenative Coupling (CDC) Reactions

Wang

Wong

2018

Bulletin of the Chemical Society of Japan

View full text Add to dashboard Cite

show abstract

“…This type reaction is also known as the Minisci reaction. A tandem acylation/cyclization of alkynoates with aldehydes for the synthesis of 3‐acyl‐4‐arylcoumarins, based on the Minisci reaction, was reported in 2015 18b. More recently, Patel and co‐workers reported the benzoylation of electron‐deficient N ‐heterocycles with toluene derivatives as the acyl source 18c.…”

Section: Discussionmentioning

confidence: 99%

Acylation of (Hetero)Arenes through CH Activation with Aroyl Surrogates

2015

Chemistry A European J

131

View full text Add to dashboard Cite

In this Minireview, the major achievements in the acylation of arenes and heteroarenes by C-H activation with aroyl groups are summarized and discussed. As the products are carbonyl-containing compounds that are typical products from carbonylation chemistry, the possible inspirations for these reactions are also discussed, as are mechanistic issues and possible problems for carbonylative diaryl ketone synthesis by C-H activation.

show abstract

“…If phenolic acetates are used, then, acrylates are used [28]. Aromatic alkynoate undergoes cyclisation with aldehydes to form 3-acyl-4-arylcoumarins [29] (Figure 11).…”

Section: Synthesis Of Coumarinsmentioning

confidence: 99%

The Oxygen-Containing Fused Heterocyclic Compounds

Venkatachalam¹,

N²

2020

Heterocycles - Synthesis and Biological Activities

View full text Add to dashboard Cite

The oxygen-containing heterocycles are an important class of compounds in organic chemistry. These compounds are used as drugs (coumarin and oxazole), solvent (tetrahydrofuran), flavors, and fragrances (lactones). The fusion of aromatic ring to the oxygen-heterocycle will change the electron density; thereby, the physical/chemical/biological properties will alter. Also, the preparation of these fused molecules will require a different strategy/method/reaction condition. The topics covered in this chapter are the general synthetic methods and uses of fused heterocyclic compounds containing oxygen as a heteroatom. The derivatization of the primary scaffold is excluded from this chapter. Some of the fused compounds are coumarin (benzopyrans) and piclozotan (benzoxazepines).

show abstract

Preparation of 3-Acyl-4-arylcoumarins via Metal-Free Tandem Oxidative Acylation/Cyclization between Alkynoates with Aldehydes

Cited by 98 publications

References 82 publications

Bromine-Mediated Cross-Dehydrogenative Coupling (CDC) Reactions

Bromine-Mediated Cross-Dehydrogenative Coupling (CDC) Reactions

Acylation of (Hetero)Arenes through CH Activation with Aroyl Surrogates

The Oxygen-Containing Fused Heterocyclic Compounds

Contact Info

Product

Resources

About