Review of "small" research directions of organic chemistry in 2017

Small steps can lead to thousands of miles, small flows can lead to rivers and seas, so can the spread and accumulation of knowledge In the coming 2017, chembeango (CBG) information has carefully selected and interpreted a number of papers in the field of chemistry to help you understand the relevant cutting-edge research content at the first time Today coincides with Christmas, CBG brings you a Christmas tree called "organic chemistry", to help you review the hot research directions of organic chemistry in 2017 Source: the star at the top of Wikipedia tree - the total synthesis of natural products to complete the total synthesis of a natural product molecule is no different from climbing a peak Thanks to many people who open up mountains, climbers can successfully reach the peak David sarlah is not only a pioneer but also a climber He led the team to develop a method of direct aromatization of simple aromatics by small molecule arenophiles, and used this method to synthesize four highly functionalized and stereochemically complex Lycoris alkaloids (DOI: 10.1021/jacs.7b10351; doi: 10.1002/anie.201709712) In recent years, the research team from China has made a lot of progress in the separation and synthesis of natural products Among them, Yang Zhen group from Peking University completed the asymmetric total synthesis of Schisandra chinensis natural product 19-dehydroxyl aristadilactone (DOI: 10.1038 / ncomm14233) by using bionic rearrangement reaction; Luo tuoping group from Peking University also synthesized the enantiomeric kaurene natural product maoecrystal P, and the biggest highlight in the work was the design of cyclopropyl ring (doi: 10.1002/anie.201711084); Tang Yefeng research group from Tsinghua University has long been committed to the total synthesis of complex natural products, and has realized the synthesis of several molecules in Xanthium sesquiterpene lactone xanthanolide family (DOI: 10.1002/anie.201710846) The construction of highly oxidized polycyclic structure is very challenging Thomas J Maimone took the lead to synthesize octagonal sesquiterpenes (–) - majucin and (–) - jiadifenoxane a (DOI: 10.1021 / JACS 7b11493) with complex structure The total synthetic sources of sesquiterpenoids (–) - majucin and (–) - jiadifenoxanea in Illicium: J am Chem SOC CBG related articles: http:// Id = 10037 http:// Id = 5331 http:// Id = 12854 http:// Id = 11602 http:// Id = 11202 The festive Christmas ring - Electrochemical and photochemistry to realize the atomic economy and step economy of chemical reactions is one of the core of chemists' design of reactions, and also the basic requirement of realizing green chemistry The combination of electrochemistry and photochemistry with organic chemistry can effectively achieve the above goals Organic electrochemistry can realize C-H oxidation at room temperature (DOI: 10.1021 / JACS 7b11025), and can also obtain carboxylic lactones with high efficiency (DOI: 10.1021/acs.orglett.7b03617; http://pubs.acs.org/doi/10.1021/acs.orglett.7b03333) Daniel Phil S Baran also wrote a call for mechanochemistry (DOI: 10.1002 / anie 201707584) The research of organic photochemistry is also extensive David A niewicz's team realized the direct amination of aryl C-H by organic photo oxidation-reduction Catalysis (DOI: 10.1002 / anie 201709523); Zhang Zehui and Deng Kejian's team designed a low-cost and efficient photocatalytic synthesis compound FDCA (DOI: 10.1021 / JACS 7b08861); by changing the color of visible light, different products can also be controlled (DOI: 10.1038/s41467-017-02022-0）。
Source of C-H oxidation at room temperature: J am Chem SOC CBG article: http:// Id = 11481 http:// Id = 12635 http:// Id = 10647 http:// Id = 11147 http:// Id = 10223 http:// Id = 12366 blindbling The organic catalyst is like a key, which opens the door of reaction For example, the olefin metathesis under the action of transition metal complexes such as ruthenium promotes the development of drug research and polymer material research; while the discovery of palladium catalytic cycle makes Suzuki, heck, Negishi and other coupling reactions widely used in organic synthesis Although metal catalysts play an important role in the field of chemistry, many of them are expensive and non renewable At this time, organic catalysis appeared, opening another door for chemists Organic catalysts mainly contain n, P, B and other electron rich or electron deficient centers, which can form active intermediates by bonding with reactants Nitrogen Heterocyclic Carbene (NHC) and strong Lewis acid borane are representative organic catalysts NHC can directly activate aldehyde group and react with amines to obtain amide compounds (DOI: 10.1039 / c7cc05561g); while Michel R Gagn é team realized the chemical selective late functionalization of natural products (DOI: 10.1038 / nchem 2863) by using the super electrophilic silane ions generated by B (C6F5) 3 and silane Post functionalization of electrophilic silane ions for chemical selectivity post functionalization of electrophilic silane ions for chemical selectivity source: nature chemistry CBG related article: http:// Id = 6974 http:// Id = 8042 gift box brain hole and surprise Some knowledge is rooted in our brain when we first learn We accept and recognize these knowledge, but we never thought to subvert them For example, the C-H bond of benzene ring directly replaces the reaction "Common sense" tells us that the electron rich benzene ring must react with electrophilic reagent to realize functionalization This "common sense" was broken by the unexpected discovery of Michael Hill's team, which realized the direct alkylation of benzene ring by using organic calcium compounds (DOI: 10.1126 / science Aao5923) Subversive research often needs a bit of luck, and challenging extreme research needs more solid efforts Just like the synthesis of decacene, it is not a simple building block, but a very unstable molecule (DOI: 10.1002 / anie 201706156) assembled step by step and orderly The source of direct alkylation of benzene ring: Science CBG related articles: http:// Id = 11932 http:// Id = 6520 there are many hot organic chemistry researches in 2017 In view of the limited knowledge and vision of the editor, and the limitations of the article, I will give you a summary Finally, I wish you all a merry Christmas! (friendship tip: Christmas is coming, will new year's day be far away in 2018?)