Novel Brønsted acid catalyzed three-component alkylations of indoles with N-phenylselenophthalimide and styrenes.
نویسندگان
چکیده
Novel and efficient Brønsted acid (p-TsOH) catalyzed inter- and intramolecular Friedel-Crafts alkylations have been developed to synthesize selenated three-component coupling and selenation-cyclization indole derivatives. Chemical removal of the phenylseleno moiety was investigated, and the reaction mechanisms were discussed.
منابع مشابه
Brønsted acid activation strategy in transition-metal catalyzed asymmetric hydrogenation of N-unprotected imines, enamines, and N-heteroaromatic compounds.
Asymmetric hydrogenation plays an important role in organic synthesis, but that of the challenging substrates such as N-unprotected imines, enamines, and N-heteroaromatic compounds (1H-indoles, 1H-pyrroles, pyridines, quinolines, and quinoxalines) has only received increased attention in the past three years. Considering the interaction modes of a Brønsted acid with a Lewis base, Brønsted acids...
متن کاملPseudo-Five-Component Condensation for the Diversity-Oriented Synthesis of Novel Indoles and Quinolines Containing Pseudo-Peptides (Tricarboxamides)
A novel series of indole and quinoline tricarboxamides were synthesized using simple and efficient one-pot pseudo-five-component reactions of 2-formylindole or 2-chloro-3-formyl quinolines, isocyanides, amines, and Meldrum’s acid as a CH-acid in CH2Cl2 at room temperature. This conversion has been achieved via the construction of new bonds including two C-C bonds, two ...
متن کاملNano silica sulfuric acid catalyzed synthesis of 2-substituted aryl (indolyl) kojic acid derivatives
Nano silica sulfuric acid as a solid acid, was described to be an effective catalyst for one-pot three-component reaction of kojic acid, aryl aldehydes and indoles for the preparation of 2-substituted aryl (indolyl) kojic acid derivatives. The catalyst was prepared by combination of chlorosulfonic acid to nano silica gel. The size of nanoparticles were observed with SEM.All prepared compounds w...
متن کاملSynthesis of Fused Polycyclic Indoles by Brønsted Acid-Catalyzed Intramolecular Alkylation of Indoles with Alcohols.
An efficient methodology for the synthesis of a series of new fused polyclyclic indoles has been developed by Brønsted acid-catalyzed intramolecular Friedel-Crafts reactions of properly designed indolyl alcohols.
متن کاملNano silica sulfuric acid catalyzed synthesis of 2-substituted aryl (indolyl) kojic acid derivatives
Nano silica sulfuric acid as a solid acid, was described to be an effective catalyst for one-pot three-component reaction of kojic acid, aryl aldehydes and indoles for the preparation of 2-substituted aryl (indolyl) kojic acid derivatives. The catalyst was prepared by combination of chlorosulfonic acid to nano silica gel. The size of nanoparticles were observed with SEM.All prepared compounds w...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Organic letters
دوره 9 25 شماره
صفحات -
تاریخ انتشار 2007