171193-30-9Relevant articles and documents
General and efficient insertions of carbons carrying aryl and heteroaryl groups: Synthesis of α-Aryl- And α-heteroaryl-substituted ketones
Katritzky, Alan R.,Toader, Dorin,Xie, Linghong
, p. 7571 - 7577 (1996)
Anions formed from the lithiation of a variety of 1-(arylmethyl)- and 1-(heteroarylmethyl)-benzotriazoles 1 with n-BuLi underwent addition to aliphatic and aromatic aldehydes and cyclic and acyclic ketones. Subsequent in situ thermal rearrangements of the intermediates in the presence of zinc bromide provided one-carbon chain-extended or ring-expanded α-aryl- and α-heteroaryl-substituted ketones 2 in moderate to excellent yields in simple one-pot operations with excellent regioselectivity in most cases. Substituent effects on the relative migration rates were investigated in the insertion reactions of 1-(4-methoxybenzyl)benzotriazole (1e) with XC6H4-COPh. The small and negative Hammett ρ+ value (-0.92) suggested that the rearrangements proceed via early, reagent-like, electron deficient transition states.
Reactivity of AllylSmBr/HMPA: Facile Synthesis of 3-Aryl-1,2,4- benzotriazines
Yin, Ruifeng,Zhou, Liejin,Liu, Huili,Mao, Hui,Lue, Xin,Wang, Xiaoxia
, p. 143 - 148 (2013/08/24)
3-Aryl-1,2,4-benzotriazines were conveniently prepared in moderate to good yields from 1,l-bis(benzotriazol-1-yl)methylarenes with allylsamarium bromide/hexamethylphosphramide (allylSmBr/HMPA). Preliminary results indicate that HMPA may enhance the reduci
Stereoselective Olefination of Carbonyl Compounds with N-Benzyl- and N-Allylbenzotriazoles by Low-Valent Titanium-Promoted Dehydroxybenzotriazolylation
Katritzky, Alan R.,Li, Jianqing
, p. 238 - 239 (2007/10/03)
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