The borane FmesBH2 reacts in a three‐component reaction with an isonitrile and a small series of organonitriles to give rare examples of the class of dihydro‐1,4,2‐diazaborole derivatives. In a related way, annulated BN‐indolizine derivatives ...
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https://www.riss.kr/link?id=O109829611
2021년
ger
0044-8249
1521-3757
학술저널
Angewandte Chemie
27259-27267 [※수록면이 p5 이하이면, Review, Columns, Editor's Note, Abstract 등일 경우가 있습니다.]
0
상세조회0
다운로드다국어 초록 (Multilingual Abstract)
The borane FmesBH2 reacts in a three‐component reaction with an isonitrile and a small series of organonitriles to give rare examples of the class of dihydro‐1,4,2‐diazaborole derivatives. In a related way, annulated BN‐indolizine derivatives ...
The borane FmesBH2 reacts in a three‐component reaction with an isonitrile and a small series of organonitriles to give rare examples of the class of dihydro‐1,4,2‐diazaborole derivatives. In a related way, annulated BN‐indolizine derivatives became conveniently available, as were dihydro‐1,4,2‐oxaza‐ or thiazaborole derivatives. The nucleophilic framework of a dihydro‐1,4,2‐diazaborole example allowed for an uncatalyzed acylation reaction. It also served as a 1,3‐dipolar reagent and underwent a [3+2] cycloaddition/[4+2] cycloreversion sequence when treated with methyl propiolate to give the respective pyrrole product. The [3+2] cycloaddition product of a dihydro‐1,4,2‐diazaborole derivative with N‐phenylmaleimide was isolated and its heterobicyclo[2.2.1]heptane derived structure characterized by X‐ray diffraction.
The reaction product between the bulky FmesBH2 borane and an isonitrile serves as a B/N frustrated Lewis pair that adds nitriles to form the dihydro‐1,4,2‐diazaborole heteroarene derivatives. One example of this class of compounds was shown to undergo a cycloaddition reaction with N‐phenylmaleimide.
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