1,1,2,2-Tetraphenyldisilane (TPDS) as a new diversified radical reagent

Togo, Hideo; Sugi, Masaaki; Toyama, Ken-ichi

doi:10.1016/s1387-1609(01)01269-5

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“…Among disilanes, 1,1,2,2-tetraphenyldisilane (Ph 4 Si 2 H 2 ) performed better than 1,1,2,2-tetraanisyldisilane [( p -MeOPh) 4 Si 2 H 2 ] and 1,2-dimethyl-1,2-diphenydiailane [(Ph(CH 3 )SiH) 2 ]. The reaction accomplished in the presence of pentamethyldisilane (Me 5 Si 2 H) required a longer reaction time . Cyclizations with tris(trimethylsilyl)silane [(TMS) 3 SiH], Ph 4 Si 2 H 2 and n -butylgermanium hydride ( n -Bu 3 GeH) were quantitative (entries 21–26), but a higher yield of 4a was noticed with n -Bu 3 SnH (entries 27 and 28).…”

Section: Resultsmentioning

confidence: 99%

Synthesis of 2-N/S/C-Substituted Benzothiazoles via Intramolecular Cyclative Cleavage of Benzotriazole Ring

2013

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The synthesis of numerous 2-N/S/C-substituted benzothiazoles was achieved from substituted thiocarbonylbenzotriazoles via free-radical intramolecular cyclative cleavage of the benzotriazole ring in the presence of (TMS)3SiH and AIBN under mild conditions. The developed methodology demonstrates significant compatibility under microwave conditions and is important as it avoids the use of toxic metals for radical cyclization.

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Section: Resultsmentioning

confidence: 99%