Addition, substitution and deoxygenation reactions of. alpha.-phenyl-. beta.-nitrostyrenes with the anions of thiols and diethyl phosphite: formation of indoles by …
…, HI Tashtoush, JE Russell, DF Dedolph
Index: Russell, Glen A.; Yao, Ching-Fa; Tashtoush, Hasan I.; Russell, June E.; Dedolph, Douglas F. Journal of Organic Chemistry, 1991 , vol. 56, # 2 p. 663 - 669
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Citation Number: 33
Abstract
Reactions of excess Rs-(R= Ph, t-Bu) with Ph2C= C (SPh) N02 in MezSO form Ph2C-CHSR via conversion of the initial Michael-type adducts into Ph, C (SR) CH= NO,-and Ph2C= CHN02. In a similar fashion, reaction of (EtO), PO-with Ph2C== C (SPh) N02 forms initially mainly PhSP (O)(OEt), and PH2C [P (0)(OEt) z] CH= N0,-, which upon acidic workup will yield the nitroalkane or the Nef reaction product, Ph, CIP (0)(OEt) z] CHO. The reaction of ( ...
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