scispace - formally typeset
Search or ask a question
Author

Nitin T. Patil

Bio: Nitin T. Patil is an academic researcher from Indian Institute of Science Education and Research, Bhopal. The author has contributed to research in topics: Catalysis & Alkyne. The author has an hindex of 41, co-authored 162 publications receiving 5667 citations. Previous affiliations of Nitin T. Patil include National Chemical Laboratory & Indian Institute of Chemical Technology.


Papers
More filters
Journal ArticleDOI
TL;DR: The chiral stationary phase for Heterocycloaddition showed good chiral recognition ability towards various racemates, including N/O-Vinylation/Arylation and Radical Cyclization of Haloalkenes and Haloalkynes.
Abstract: 2.4. Tandem sp-sp Coupling/Cyclization 3418 3. Cycloaddition Reactions 3418 3.1. [3+2] Cycloaddition 3418 3.1.1. Triazole/Isoxazole-Forming Reactions 3418 3.1.2. Reactions of Azomethine Ylides 3419 3.1.3. Cycloaddition of Nitrones 3422 3.1.4. Other [3+2] Reaction 3422 3.2. [4+2] Heterocycloaddition 3422 3.3. [2+2] Cycloaddition 3424 4. Cycloisomerization of Enynes/Diynes 3425 5. Intramolecular Friedel-Crafts-Type Reactions 3428 6. Reactions of R-Diazocarbonyl Compounds 3429 7. Aziridination of Olefins 3431 8. N/O-Vinylation/Arylation 3431 9. Radical Cyclization of Haloalkenes and Haloalkynes 3433

1,014 citations

Journal ArticleDOI
TL;DR: In this "Emerging Area", the strategic classification of one-pot catalysis, i.e. cooperative, relay and sequential catalysis is described and a series of recent examples which utilize either metal-metal, metal- organo and organo-organo catalysts are taken through.
Abstract: In this “Emerging Area”, the strategic classification of one-pot catalysis, i.e. cooperative, relay and sequential catalysis, is described. In order to illustrate this classification, we take the readers through a series of recent examples which utilize either metal-metal, metal-organo and organo-organo catalysts. The compilation clearly demonstrates the explosive growth and power of this field, which has become, in the last few years, an important technique particularly in the case of enantioselective catalysis.

307 citations

Journal ArticleDOI
TL;DR: In most cases, products having similar structural frameworks were obtained through alkyne activation with Brønsted acids, iodine and gold complexes; the difference is whether H or I is incorporated in the final products; however, in a few cases, different reactivities and product structures were observed between those three reagents and catalysts.

276 citations

Journal ArticleDOI
TL;DR: This new methodology was successfully applied to the short synthesis of norchelerythrine and found that either acidic or basic reaction conditions, depending on the reactivity of the substrate, could be applied to smoothly convert the azide starting materials into the desired isoquinoline products in moderate to good yields.
Abstract: The reaction of 2-alkynyl-1-methylene azide aromatics 1 with iodine and/or other iodium donors, such as the Barluenga reagent (Py2IBF4/HBF4) and NIS, gave highly substituted cyclization products, namely, the 1,3-disubstituted 4-iodoisoquinolines 2, in good to high yields. Not only simple 2-alkynyl benzyl azides 1a-j and their substituted analogues 1k-u and 6 but also heteroaromatic analogues, including pyridine 8, pyrroles 10a-c, furane 10d, and thiophenes 10e-g, gave the corresponding isoquinoline derivatives in excellent to allowable yields. Electron-donating and electron-accepting substituents on the aromatic ring were equally tolerated, and either acidic or basic (or even neutral) reaction conditions, depending on the reactivity of the substrate, could be applied to smoothly convert the azide starting materials into the desired isoquinoline products in moderate to good yields. Limits were found only in connection with the substituent at the alkyne terminus, where electron-neutral or electron-donating substituents are clearly favored. The iodine-mediated electrophilic cyclization of 1 most probably proceeds through the iodonium ion intermediate 4 followed by nucleophilic cyclization of the azide and subsequent elimination of N2. This new methodology was successfully applied to the short synthesis of norchelerythrine.

181 citations

Journal ArticleDOI
TL;DR: The cyclization of 2-(1-alkynyl)-2-alken-1-ones proceeded very smoothly in the presence of alcohols, leading to the formation of highly substituted furans 3, and the catalytic system reported herein is easy to handle.
Abstract: The cyclization of 2-(1-alkynyl)-2-alken-1-ones 1 proceeded very smoothly in the presence of alcohols 2 with a catalytic amount of Cu(I)Br in DMF at 80 degrees C, leading to the formation of highly substituted furans 3. The catalytic system reported herein is easy to handle, compared to the previously known system wherein the reaction between 1 and 2 needed to use moisture sensitive gold(III) chloride.

175 citations


Cited by
More filters
Journal ArticleDOI
TL;DR: Important vinylgold intermediates, the transmetalation from gold to other transition metals, the development of new ligands for gold catalysis, and significant contributions from computational chemistry are other crucial points for the field highlighted here.
Abstract: Although homogeneous gold catalysis was known previously, an exponential growth was only induced 12 years ago. The key findings which induce that rise of the field are discussed. This includes early reactions of allenes and furanynes and intermediates of these conversions as well as hydroarylation reactions. Other substrate types addressed are alkynyl epoxides and N-propargyl carboxamides. Important vinylgold intermediates, the transmetalation from gold to other transition metals, the development of new ligands for gold catalysis, and significant contributions from computational chemistry are other crucial points for the field highlighted here.

2,792 citations

Journal ArticleDOI
TL;DR: The ability of platinum and gold catalysts to effect powerful atom-economic transformations has led to a marked increase in their utilization and the application of platinum- and gold-catalyzed transformations in natural product synthesis is discussed.
Abstract: The ability of platinum and gold catalysts to effect powerful atom-economic transformations has led to a marked increase in their utilization. The quite remarkable correlation of their catalytic behavior with the available structural data, coordination chemistry, and organometallic reactivity patterns, including relativistic effects, allows the underlying principles of catalytic carbophilic activation by π acids to be formulated. The spectrum of reactivity extends beyond their utility as catalytic and benign alternatives to conventional stoichiometric π acids. The resulting reactivity profile allows this entire field of catalysis to be rationalized, and brings together the apparently disparate electrophilic metal carbene and nonclassical carbocation explanations. The advances in coupling, cycloisomerization, and structural reorganization—from the design of new transformations to the improvement to known reactions—are highlighted in this Review. The application of platinum- and gold-catalyzed transformations in natural product synthesis is also discussed.

1,938 citations

Journal ArticleDOI
TL;DR: The application ofadium-catalyzed amination reactions of aryl halides in C-N cross-coupling reactions in the synthesis of heterocycles and pharmaceuticals, in materials science, and in natural product synthesis is discussed.
Abstract: Palladium-catalyzed amination reactions of aryl halides have undergone rapid development in the last 12 years, largely driven by the implementation of new classes of ligands. Biaryl phosphanes have proven to provide especially active catalysts in this context. This Review discusses the application of these catalysts in C-N cross-coupling reactions in the synthesis of heterocycles and pharmaceuticals, in materials science, and in natural product synthesis.

1,722 citations

Journal ArticleDOI
TL;DR: Hydroamination of Alkenes and Alkynes under Microwave Irradiation and Nitromercuration Reactions 3878 9.8.4.5.
Abstract: 8.4.5. Nitromercuration Reactions 3878 9. Hydroamination of Alkenes and Alkynes under Microwave Irradiation 3878 * To whom correspondence should be addressed. Phone: +49 241 8

1,685 citations