121507-50-4Relevant academic research and scientific papers
Intramolecular annulation of aromatic rings with N-sulfonyl 1,2,3-triazoles: Divergent synthesis of 3-methylene-2,3-dihydrobenzofurans and 3-methylene-2,3-dihydroindoles
Tang, Xiang-Ying,Zhang, Yong-Sheng,He, Lv,Wei, Yin,Shi, Min
supporting information, p. 133 - 136 (2015/01/09)
The controllable synthesis of 3-methylene-2,3-dihydrobenzofurans 2 and 3-methylene-2,3-dihydroindoles 5 has been developed through Rh-catalyzed intramolecular annulation of aromatic rings with azavinyl carbenes. This journal is
Anti-staphylococcal activity and β-lactam resistance attenuating capacity of structural analogues of (-)-epicatechin gallate
Anderson, James C.,McCarthy, Robert A.,Paulin, Sarah,Taylor, Peter W.
supporting information; experimental part, p. 6996 - 7000 (2012/01/06)
We examined the impact of gradual removal of hydroxyl groups from the A- and B-rings of (-)-epicatechin gallate on antibacterial activity and oxacillin resistance attenuation of an epidemic strain of methicillin resistant Staphylococcus aureus. Removal of
Ruthenium-catalyzed propargylic substitution reactions of propargylic alcohols with oxygen-, nitrogen-, and phosphorus-centered nucleophiles
Nishibayashi, Yoshiaki,Milton, Marilyn Daisy,Inada, Youichi,Yoshikawa, Masato,Wakiji, Issei,Hidai, Masanobu,Uemura, Sakae
, p. 1433 - 1451 (2007/10/03)
The scope and limitations of the ruthenium-catalyzed propargylic substitution reaction of propargylic alcohols with heteroatom-centered nucleophiles are presented. Oxygen-, nitrogen-, and phosphorus-centered nucleophiles such as alcohols, amines, amides, and phosphine oxide are available for this catalytic reaction. Only the thiolate-bridged diruthenium complexes can work as catalysts for this reaction. Results of some stoichiometric and catalytic reactions indicate that the catalytic propargylic substitution reaction proceeds via an allenylidene complex formed in situ, whereby the attack of nucleophiles to the allenylidene Cγ atom is a key step. Investigation of the relative rate constants for the reaction of propargylic alcohols with several para-substituted anilines reveals that the attack of anilines on the allenylidene Cγ atom is not involved in the rate-determining step and rather the acidity of conjugated anilines of an alkynyl complex, which is formed after the attack of aniline on the C γ atom, is considered to be the most important factor to determine the rate of this catalytic reaction. The key point to promote this catalytic reaction by using the thiolate-bridged diruthenium complexes is considered to be the ease of the ligand exchange step between a vinylidene ligand on the diruthenium complexes and another propargylic alcohol in the catalytic cycle. The reason why only the thiolate-bridged diruthenium complexes promote the ligand exchange step more easily with respect to other monoruthenium complexes in this catalytic reaction should be that one Ru moiety, which is not involved in the allenylidene formation, works as an electron pool or a mobile ligand to another Ru site. The catalytic procedure presented here provides a versatile, direct, and one-step method for propargylic substitution of propargylic alcohols in contrast to the so far well-known stoichiometric and stepwise Nicholas reaction.
A FACILE SYNTHESIS OF ARYL ETHERS OF ETHYNYLCARBINOLS USING THE MITSUNOBU REACTION
Subramanian, R. Sankara,Balasubramanian, K. K.
, p. 1255 - 1260 (2007/10/02)
The facile synthesis of a few aryl ethers of ethynylcarbinols using the Mitsunobu reaction is reported.
A NOVEL SYNTHESIS OF FLAV-3-ENES BY CLAISEN REARRANGEMENT
Subramanian, Rajaram Sankara,Balasubramanian, Kalpattu Kuppusamy
, p. 6797 - 6800 (2007/10/02)
1-Arylprop-2-ynyl aryl ethers (6) undergo a facile Claisen rearrangement in N,N-diethylaniline/o-dichlorobenzene to give flav-3-enes in good yields.
