40650-77-9Relevant academic research and scientific papers
Direct Synthesis of Napthalenes by Nickel-Catalyzed Cascade Cyclization of o-Vinyl Chlorobenzenes with Internal Alkynes
Liang, Guanfeng,Lin, Jin,Tian, Xu,Wu, Chaoyi
supporting information, p. 6764 - 6767 (2021/12/31)
An efficient nickel-catalyzed arylnickelation of alkyne/Heck cyclization of challenging o-vinyl chlorobenzenes with internal alkynes has been developed. This protocol enables synthesis of a wide variety of substituted naphthalenes in a cascade process from readily available starting materials. Mechanistic studies indicate the radical pathway is not involved in the cascade catalytic system.
Triflic acid catalysed regioselective synthesis of substituted naphthalenes by benzannulation of carbonyls with alkynes
Gudla, Vanajakshi,Sudheer, Mokhamatam,Rao, Chinthu Joginarayana,Sanasi, Paul Douglas,Battula, Venkateswara Rao
, (2021/05/31)
An interesting and facile triflic acid catalysed annulation of α-aryl carbonyls with arylalkynes is presented for the regioselective synthesis of substituted naphthalenes. The annulation reaction involves a sequence of electrophilic attack of carbonyl on arylalkyne and benzannulation catalysed by triflic acid. The present catalyst effects this transformation at room temperature itself. Intramolecular version of the present Br?nsted acid catalysis furnished compounds containing 1-arylnaphthalene core fused with ring systems in excellent yields.
Synthesis of Substituted Naphthalenes by 1,4-Palladium Migration Involved Annulation with Internal Alkynes
Wei, Dong,Hu, Tian-Jiao,Feng, Chen-Guo,Lin, Guo-Qiang
supporting information, p. 743 - 748 (2018/07/25)
The palladium catalyzed annulation of 1-bromo-2-vinylbenzene derivatives with internal alkynes was realized for the efficient synthesis of substituted naphthalenes. A controllable aryl to vinylic 1,4-palladium migration process is the key for success.
HNTf2-catalyzed regioselective preparation of polysubstituted naphthalene derivatives through alkyne-aldehyde coupling
Ponra, Sudipta,Vitale, Maxime R.,Michelet, Véronique,Ratovelomanana-Vidal, Virginie
, p. 3250 - 3257 (2015/03/30)
We report herein the preparation of polysubstituted naphthalene derivatives by the original Br?nsted-acid-catalyzed benzannulation reaction of phenylacetaldehydes with alkynes. This reaction, which was usually performed with Lewis acids under thermal activation, is efficiently promoted by 15 mol % of triflimide (HNTf2) at room temperature under metal-free and mild reaction conditions and leads with a perfect regioselectivity to a wide variety of diversely functionalized naphthalenes in 41-78% yield. A catalytic cycle is proposed together with some further applications of this catalytic system in the related benzannulation transformations of epoxide and acetal derivatives.
HOTf-catalyzed rearrangement of methylenecyclopropane aryl and alkyl alcohols
Tang, Xiang-Ying,Shi, Min
supporting information; experimental part, p. 4106 - 4110 (2010/10/02)
An efficient method to synthesize multisubstituted naphthalene and cyclobutanol derivatives through ring opening/ ring enlargement of readily available methylenecyclopropane diaryl alcohols or dialkyl- and monoalkyl- as well as monoaryl alcohols in modera
One-pot synthesis of 1,4-diarylnaphthalenes via a Wittig-Horner reaction/[4+2] cycloaddition/dehydrogenation sequence
Chen, Zhengbo,Shou, Wangge,Wang, Yanguang
experimental part, p. 1075 - 1080 (2009/12/03)
A one-pot synthesis of 1,4-diarylnaphthalenes from cinnamaldehydes, dimethyl benzylphosphonates, and benzenediazonium-2-carboxylate is described. The tandem process involves the Wittig-Horner reaction of the cinnamaldehyde with the benzylphosphonate, [4+2
Gold(I)-catalyzed intramolecular rearrangement of vinylidenecyclopropanes
Shi, Min,Wu, Lei,Lu, Jian-Mei
experimental part, p. 8344 - 8347 (2009/04/11)
(Chemical Equation Presented) Vinylidenecyclopropanes 1 can undergo intramolecular rearrangement to give the corresponding functionalized 1,2-dihydronaphthalenes in the presence of gold catalyst under mild conditions. A plausible rearrangement mechanism h
Lewis acid catalyzed rearrangement of vinylcyclopropenes for the construction of naphthalene and indene skeletons
Shao, Li-Xiong,Zhang, Yun-Peng,Qi, Ming-Hui,Shi, Min
, p. 117 - 120 (2007/10/03)
The choice of Lewis acid catalyst can result in dramatic differences in the chemoselectivity of the rearrangement reactions of vinylcyclopropenes. When BF3·OEt2 was used as the catalyst, naphthalenes were formed. However, when Cu(OTf
Montmorillonite K-10-catalyzed intramolecular rearrangement of?vinylidenecyclopropanes
Lu, Jian-Mei,Shi, Min
, p. 7545 - 7549 (2008/02/08)
A series of naphthalene, indene, and 6aH-benzo[c]fluorene derivatives are synthesized by intramolecular rearrangement of vinylidenecyclopropanes using a heterogeneous solid acid catalyst, montmorillonite K-10, under mild reaction conditions in good to exc
A novel rearrangement of arylvinylidenecyclopropanes to naphthalene derivatives catalyzed by Lewis acids or Br?nsted acids
Xu, Guang-Cai,Ma, Ming,Liu, Le-Ping,Shi, Min
, p. 1869 - 1872 (2007/10/03)
Arylvinylidenecyclopropanes undergo a novel rearrangement in the presence of Lewis acids or Br?nsted acids to give the corresponding naphthalene derivatives in good to high yields under mild conditions. Georg Thieme Verlag Stuttgart.
